[ CAS No. 107-35-7 ] {[proInfo.proName]}

Name: 107-35-7|2-Aminoethanesulfonic Acid|99+%
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Quality Control of [ 107-35-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 107-35-7 ]

SDS Specification

Alternatived Products of [ 107-35-7 ]

Product Details of [ 107-35-7 ]

CAS No. :	107-35-7	MDL No. :	MFCD00008197
Formula :	C₂H₇NO₃S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XOAAWQZATWQOTB-UHFFFAOYSA-N
M.W :	125.15	Pubchem ID :	1123
Synonyms :	2-Aminoethanesulfonic acid;β-Aminoethylsulfonic Acid;β-Aminoethylsulfonic Acid, NSC 32428, Taurine;NSC 32428

Calculated chemistry of [ 107-35-7 ]

Physicochemical Properties

Num. heavy atoms :	7
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	24.97
TPSA :	88.77 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-9.98 cm/s

Lipophilicity

Log Po/w (iLOGP) :	-0.28
Log Po/w (XLOGP3) :	-4.11
Log Po/w (WLOGP) :	-0.09
Log Po/w (MLOGP) :	-1.51
Log Po/w (SILICOS-IT) :	-1.18
Consensus Log Po/w :	-1.43

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	3.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	2.11
Solubility :	16000.0 mg/ml ; 127.0 mol/l
Class :	Highly soluble
Log S (Ali) :	2.85
Solubility :	88500.0 mg/ml ; 707.0 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	0.36
Solubility :	288.0 mg/ml ; 2.3 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.17

Safety of [ 107-35-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 107-35-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 107-35-7 ]
Downstream synthetic route of [ 107-35-7 ]

[ 107-35-7 ] Synthesis Path-Upstream 1~7

1
[ 85-44-9 ]
[ 107-35-7 ]
[ 4403-36-5 ]

Yield	Reaction Conditions	Operation in experiment
34%	With phosphorus pentachloride; potassium acetate In water; acetic acid; toluene	Preparation 82 2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-ethanesulfonyl chloride A suspension of taurine (8.0 g, 63.9 mmol) and potassium acetate (6.7 g, 68.3 mmol) in acetic acid was refluxed for 15 min. Phthalic anhydride (10.1 g, 68.4 mmol) was added and the solution was refluxed for 3 h. The reaction was cooled to room temperature and the solid was filtered off, washed with cold acetic acid and dried under vacuum at 100° C. to give a white solid. The solid (14.3 g, 54.7 mmol) was suspended in toluene (50 ml) and phosphorus pentachloride (8.12 g, 39.0 mmol) was added under nitrogen. The reaction mixture was heated under reflux for 1 h. Further phosphorus pentachloride (8.12 g, 39.0 mmol) was added and the reaction mixture was refluxed for 2.5 h. The brownish solution was decanted from the small amount of solid formed and then concentrated in vacuo, the residue was poured onto ice:water (50:50, lOOmIl) and filtered. The solid was dried for 16 h in vacuo at 45° C. to give a pale brown solid (6.4 g, 34percent).

Reference： [1] Patent: US6313312, 2001, B1,
[2] Archiv der Pharmazie, 2007, vol. 340, # 12, p. 656 - 660
[3] Journal of Medicinal Chemistry, 2010, vol. 53, # 6, p. 2390 - 2400
[4] European Journal of Medicinal Chemistry, 2018, vol. 146, p. 108 - 122

2
[ 107-35-7 ]
[ 196505-69-8 ]
[ 516-35-8 ]

Reference： [1] Patent: CN102718829, 2016, B, . Location in patent: Paragraph 0033-0041

3
[ 107-35-7 ]
[ 128-13-2 ]
[ 516-35-8 ]

Reference： [1] Bioorganic and Medicinal Chemistry, 1996, vol. 4, # 6, p. 885 - 890

4
[ 107-35-7 ]
[ 83-44-3 ]
[ 1180-95-6 ]

Reference： [1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 20, p. 4109 - 4115

5
[ 107-35-7 ]
[ 128-13-2 ]
[ 35807-85-3 ]

Reference： [1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 20, p. 4109 - 4115

6
[ 107-35-7 ]
[ 81-25-4 ]
[ 145-42-6 ]

Reference： [1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 20, p. 4109 - 4115

7
[ 107-35-7 ]
[ 64491-70-9 ]
[ 157791-21-4 ]

Yield	Reaction Conditions	Operation in experiment
10%	With sodium hydroxide In methanol at 50℃; for 21.25 h;	Synthesis 15-1 -A; (f?)-2-(Methoxymethyl)morpholine; A solution of (R)-(~) glycidylmethylether (0.800 g, 10.66 mmol) in methanol (11 mL) was added dropwise to a solution of 2-aminoethanesulfonic acid (6.440 g, 53.3 mmol) in 40percent aqueous sodium hydroxide (11 mL) at 5O⁰C. After stirring for 75 minutes, further 40percent aqueous sodium hydroxide (19 mL) was added and the reaction mixture was stirred for 20 hours at 5O⁰C. The solution was cooled to room temperature and diluted with water (76 mL). The aqueous phase was extracted with ethyl acetate (3 x 75 mL). The combined organic phases were dried (Na₂SO₄). The solvent was removed in vacuo and <n="108"/>the crude mixture was purified by flash chromatography on silica, eluting with ethyl acetate-hexane (2:8), to give the title compound as a colourless oil (0.121 g, 10percent).¹H NMR (500 MHz₁ (CD₃)₂CO) 2.47 (1 H, dd, J = 10.4, 1.9), 2.70-2.72 (1H, m), 2.84 (1 H₁ dd, J = 11.9, 2.2), 3.22-3.25 (2H, m), 3.27 (3H, s), 3.29-3.34 (4H, m), 3.45-3.53 (2H, m), 3.73 (1H, dt, J = 11.0, 2.5).

Reference： [1] Patent: WO2008/75007, 2008, A1, . Location in patent: Page/Page column 106-107

[ 107-35-7 ] Synthesis Path-Downstream 1~88

1
[ 926-39-6 ]
[ 107-35-7 ]

Yield	Reaction Conditions	Operation in experiment
88.1%		10051] These examples demonstrate the cyclic use of mother liquor in the preparation of taurine. Using the same one-liter autoclave, the starting materials given in the table were reacted at 120°C. for 18 hours. Afierwards, the solution is cooled to 10° C. to crystallize taurine and ammonium sulfate, which are filtered off and washed with a solution saturated with ammonium sulfate. The mother liquor ischarged with ammonium sulfite monohydrate and then adjusted to pH 7.2 with aqueous ammonium hydroxide. AES is then charged and pH rechecked and if necessary readjusted to 7.2 with ammonium hydroxide or dilute sulfuric acid. The results are shown in the following table.10052] The solid filtrate, comprised of taurine and ammonium sulfate, from each batch, is combined and stirred as a suspension in water to dissolve ammonium sulfate. After filtration, crude taurine is washed with water and recrystallized from deionized water. Yield: 379.7 g (81.0percent).10053] An additional 15.2 g (3.2percent) of taurine is recovered from the mother liquor afier recrystallization and separation of ammonium sulfate.

Reference： [1]Patent: US2015/183731,2015,A1 .Location in patent: Paragraph 0051; 0052; 0053
[2]Bulletin de la Societe Chimique de France,1955,p. 945

2
[ 44826-45-1 ]
[ 107-35-7 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium azide; chloroform; sulfuric acid at 45℃;
	With sodium azide; sulfuric acid for 2.5h; Heating; from 3-¹⁴C labeled educt;

Reference： [1]Rumpf [Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1937, vol. 204, p. 593][Bulletin de la Societe Chimique de France, 1938, vol. <5>5, p. 884] Rumpf [Bulletin de la Societe Chimique de France, 1938, vol. <5>5, p. 871,875]
[2]Grue-Sorensen, Gunnar; White, Robert L.; Spenser, Ian D. [Journal of the American Chemical Society, 1986, vol. 108, # 1, p. 146 - 158]

3
[ 498-40-8 ]
[ 107-35-7 ]

Reference： [1]Biochemical Journal,1949,vol. 45,p. 557

4
[ 107-35-7 ]
[ 107-36-8 ]

Reference： [1]Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften,1858,p. 550

5
[ 1562-00-1 ]
[ 107-35-7 ]

Yield	Reaction Conditions	Operation in experiment
95%	With C22H24OP(1+)*CH3O3S(1-); ammonia; copper(l) chloride; at 160℃; under 73507.4 Torr; for 0.5h;	696 g of sodium isethionate solution (15.0 wt%) was placed in a 1 L high pressure reactor, and a certain amount of liquid ammonia was introduced to makeThe liquid ammonia concentration reached 24.0 wt%, followed by the addition of 0.104 g (0.1 wt%) of IL-1 catalyst and 0.104 g of CuCl cocatalyst.The reaction system was heated to 160 C, the system pressure was 9.8 MPa, and the reaction was carried out for 30 min.The yield of sodium taurate obtained by the aminolysis reaction was 92.5%.After the reaction liquid is flash-depleted at 100 C, it is concentrated by evaporation, and the concentration of sodium taurate is concentrated to 40 wt%, followed byAdding a certain amount of concentrated sulfuric acid at 80 C to adjust the pH of the system to 7.8, then cooling to 20 C for crystallization, after crystallization of taurineThe yield of the process is 75.0%, and the mother liquor can be applied again to the aminolysis reaction.The total yield of taurine after application was 95.0%.
91%		2000 mL of sodium isethionate solution having a content of 10% was taken from the laboratory ethylene oxide method. The solution passed through the column of Amberlite IRA resin activated as described in Example 1 having a column temperature of 25 C. at a flow rate of about 2.0 BV/h, and an effluent (i.e., an eluate) discharged from an outlet of the column was collected. During the collection, pH of the effluent was monitored online at the outlet, and the collection was stopped when the detected pH was increased to about 12.5. The collected effluent includes water originally remained in the column, sodium hydroxide exchanged from the column, and ethylene glycol and ethanolamine, which may be collected for an addition reaction between ethylene oxide and sodium bisulfite and a process for activating resin. Sodium hydroxide solution of 0.1 mol/L passed through the resin in a forward direction at a flow rate of 2.0 BV/h to desorb the anions of the sodium isethionate from the resin, and a desorption liquid discharged from an outlet of the column was collected. During the collection, pH of the desorption liquid was monitored online at the outlet, and the collection was stopped when the detected pH was suddenly increased to about 12. The desorption liquid includes relatively pure sodium isethionate. Obtained sodium isethionate solution was concentrated to have a content of 35%, and 500 ml of the concentrated sodium isethionate solution was taken in a high-pressure autoclave, and further added with 600 ml of concentrated aqueous ammonia (28%). The reaction was carried out for 2 h at an autoclave temperature of 250 C. and a pressure of 18 MPa Ammonia was removed from the system and obtained mixture was cooled down and diluted by 10 times, and further acidified by passing through a sulfonic cation exchange resin to obtain a taurine solution, which was concentrated, recrystallized, filtrated and dried, thereby obtaining 137 g taurine product having a taurine content of 98% and a yield of 91%.
78.4%	With ammonium hydroxide; sodium hydroxide; at 250℃; for 2h;Autoclave;	To an one liter autoclave were added 600 mL of 24% ammonium hydroxide solution, 126 g of sodium isethionate, and 2.0 g of sodium hydroxide. The solution was heated to250 C. for 2 hours. To the solution was added 64 g of ammonium chloride. Afier complete removal of ammonia from the solution by heating, the pH of the solution became 7-8. Afier concentrating and cooling, 98 g of crystalline taurine was obtained by filtration in a yield of 78.4%.

	With ammonia; sodium hydroxide; In water; at 220℃; under 105011.0 Torr; for 2h;	EXAMPLE 2 [0038] Ethionic acid, 206 g, is diluted with 800 mL of deionized water and heated to reflux for three hours to complete the hydrolysis to an aqueous solution containing isethionic acid and sulfuric acid, to which 80 g of sodium sulfate is added. About 120 g of calcium hydroxide is added slowly to bring the pH to 8-9 and a white slurry of calcium sulfate is formed. After filtration and washing with deionized water, an aqueous solution of sodium isethionate is obtained. [0039] Into a 2 L autoclave is added the solution of sodium isethionate, and 2 g of sodium hydroxide. The solution is then saturated with ammonia to about 25% of ammonia. Ammonolysis is carried out at 220 C. under the autogenous pressure of about 140 bar for 2 hrs. HPLC analysis indicates the formation of 110 g of taurine in the solution. After removal of the excess ammonia, sulfuric acid is used to liberate taurine to yield a mixture of taurine and sodium sulfate.
		Into a 2 E autoclave is added the solution of sodiumisethionate, and 2 g of sodium hydroxide. The solution is thensaturated with ammonia to about 25% of ammonia.Ammonolysis is carried out at 220 C. under the autogenouspressure of about 140 bar for 2 hrs. HPEC analysis indicatesthe formation of 110 g of taurine in the solution. Afterremoval of the excess ammonia, sulfuric acid is used to liberate taurine to yield a mixture of taurine and sodium sulfate.

Reference： [1]Patent: CN109535043,2019,A .Location in patent: Paragraph 0039-0050
[2]Patent: US10604478,2020,B1 .Location in patent: Page/Page column 11
[3]Patent: US9850200,2017,B1 .Location in patent: Page/Page column 4; 5
[4]Chemisches Zentralblatt,1935,vol. 106,p. 1611
[5]Patent: US2015/210633,2015,A1 .Location in patent: Paragraph 0038-0039
[6]Patent: US9108907,2015,B1 .Location in patent: Page/Page column 6
[7]Patent: US1932907,

6
[ 107-35-7 ]
[ 501-53-1 ]
[ 136027-16-2 ]

Yield	Reaction Conditions	Operation in experiment
82%	With sodium hydroxide; In 1,4-dioxane; water; at 20℃; for 1h;	(Compound 1): a. Synthesis of amino-Cbz protected sodium taurate: [Show Image] 25.0g of <strong>[107-35-7]taurine</strong> was dissolved in 200ml of 1 M NaOH solution, and a solution of carbobenzoxy chloride (CbzCl, 51 g) in dioxane and 300ml of 1 M sodium hydroxide solution were added dropwise simutaneously under vigorous agitation. Upon the end of the dropping, the mixture was stirred for 1 hour at room temperature, the water phase was extracted with ethyl acetate, and concentrated the reaction under a reduced pressure to obtain 46.1g of white solid, yield 82%.
82%	With sodium hydroxide; In 1,4-dioxane; water; at 20℃;	25.0 g of <strong>[107-35-7]taurine</strong> was dissolved in 200 ml of 1M NaOH solution, and a solution of carbobenzoxy chloride (CbzCl, 51 g) in dioxane and 300 ml of 1M sodium hydroxide solution were added dropwise simultaneously under vigorous agitation. Upon the end of the dropping, the mixture was stirred for 1 hour at room temperature, the water phase was extracted with ethyl acetate, and concentrated the reaction under a reduced pressure to obtain 46.1 g of white solid, yield 82%.
12.70 g (14.1%)	With sodium hydrogencarbonate; In sodium hydroxide; water;	A. Preparation of N-Benzyloxycarbonyl-<strong>[107-35-7]taurine</strong> sodium salt (2). <strong>[107-35-7]Tau</strong>rine, 1 (40g, 320 mmol) dissolved in 4N sodium hydroxide solution (80 mL) and water 1,200 mL). To this solution was added benzyloxycarbonyl chloride, (48 mL, 330 mmol) drop wise, with vigorous stirring during a period of 4 hours. The pH was maintained alkaline by the addition of 10% sodium bicarbonate solution (300 mL) and 4N sodium hydroxide solution (45 mL). The reaction mixture was then washed with ether (1000 mL) and the aqueous layer was spin evaporated to dryness, dried under high vacuum over phosphorous pentoxide overnight to yield 12.70 g (14.1%) of 2. 1H-NMR (D2O): delta 7.50 (5H, s, Ar-H), 5.21 (2H, s, Ar-CH2), 3.62 (2H, t, CH2), 3.14 (2H, t, CH2).

12.70 g (14.1%)	With sodium hydrogencarbonate; In sodium hydroxide; water;	A. Preparation of N-Benzyloxycarbonyl-<strong>[107-35-7]taurine</strong> Sodium Salt (2). <strong>[107-35-7]Tau</strong>rine, 1 (40 g, 320 mmol) dissolved in 4N sodium hydroxide solution (80 mL) and water 1,200 mL). To this solution was added benzyloxycarbonyl chloride, (48 mL, 330 mmol) drop wise, with vigorous stirring during a period of 4 hours. The pH was maintained alkaline by the addition of 10% sodium bicarbonate solution (300 mL) and 4N sodium hydroxide solution (45 mL). The reaction mixture was then washed with ether (1000 mL) and the aqueous layer was spin evaporated to dryness, dried under high vacuum over phosphorous pentoxide overnight to yield 12.70 g (14.1%) of 2. 1H-NMR (D2O): delta 7.50 (5H, s, Ar-H), 5.21 (2H, s, Ar-CH2), 3.62 (2H, t, CH2), 3.14 (2H, t, CH2).
	With sodium hydroxide; In water; at 0 - 20℃; for 14h;	To 1000ml of water in the RBF charge 192gm of (3.0 eq) of sodium hydroxide under cooling followed by 200gm of <strong>[107-35-7]Tau</strong>rine and dissolve it until clear solution is obtained. Cool to 0C to 5C, and Charge 50% CBZ-C1 in toluene at 0C to 5C. After completion of addition, maintain at room temperature for 14h. Separate the toluene layer and wash the aqueous layer with 2x200ml of ethyl acetate. Add slowly 27gm of sodium hydroxide in 60ml of water to the aqueous layer and adjust pH to 12- 14. Cool to 0C to 5C and a white solid separates from the solution. Filter the solid and dry the solid at 60 -70 C. Weight of the solid: 320 g
320 g	With sodium hydroxide; In water; toluene; at 0 - 20℃; for 14h;	To 1000 ml of water in the RBF charge 192 gm of (3.0 eq) of sodium hydroxide under cooling followed by 200 gm of <strong>[107-35-7]Tau</strong>rine and dissolve it until clear solution is obtained. Cool to 0 C. to 5 C., and Charge 50% CBZ-Cl in toluene at 0 C. to 5 C. After completion of addition, maintain at room temperature for 14 h. Separate the toluene layer and wash the aqueous layer with 2*200 ml of ethyl acetate. Add slowly 27 gm of sodium hydroxide in 60 ml of water to the aqueous layer and adjust pH to 12-14. Cool to 0 C. to 5 C. and a white solid separates from the solution. Filter the solid and dry the solid at 60-70 C. Weight of the solid: 320 g
	With sodium hydroxide; In 1,4-dioxane; water; at 0℃; for 1h;	A solution of <strong>[107-35-7]taurine</strong> (2.6 g, 21 mmol) in aqueous sodium hydroxide (1 M, 21 mL) was cooled to 0 C. Then, under vigorous stirring, a solution of benzyl chloroformate (4.2 g, 25 mmol) in dioxane (10 ML) was poured into the reaction mixture followed by the rapid addition of aqueous sodium hydroxide (1 M, 25 mL). After stirring for 1 h at 0 C, the reaction mixture was extracted with ethyl acetate (2X100 ML). Evaporation of the aqueous phase in vacuo followed by co-evaporation with toluene (2X200 mL) afforded the crude sodium sulfonate salt, which was dried in vacuo.

Reference： [1]Tetrahedron,1996,vol. 52,p. 5591 - 5606
[2]Journal of the American Chemical Society,2006,vol. 128,p. 1995 - 2004
[3]Patent: EP2484678,2012,A1 .Location in patent: Page/Page column 14
[4]Patent: US2012/208833,2012,A1 .Location in patent: Page/Page column 9
[5]Journal of the Chemical Society,1941,p. 76
[6]Tetrahedron Letters,1996,vol. 37,p. 4663 - 4666
[7]Patent: US2003/129223,2003,A1
[8]Patent: US2003/133972,2003,A1
[9]Tetrahedron Letters,2009,vol. 50,p. 3391 - 3393
[10]Synlett,2011,p. 2228 - 2230
[11]Patent: WO2012/70066,2012,A1 .Location in patent: Page/Page column 3-4
[12]Patent: US2013/237700,2013,A1 .Location in patent: Paragraph 0025
[13]Patent: WO2005/27823,2005,A2 .Location in patent: Page/Page column 52
[14]Organic and Biomolecular Chemistry,2018,vol. 16,p. 7878 - 7882

7
[ 107-35-7 ]
[ 69-57-8 ]
[ 13057-98-2 ]
(2R,4S)-5,5-Dimethyl-2-[phenylacetylamino-(2-sulfo-ethylcarbamoyl)-methyl]-thiazolidine-4-carboxylic acid [ No CAS ]

Reference： [1]Journal of the Chemical Society. Perkin transactions II,1980,p. 212 - 219

8
[ 107-35-7 ]
[ 142-47-2 ]
[ 56488-60-9 ]

Reference： [1]Agricultural and Biological Chemistry,1981,vol. 45,p. 2839 - 2846

9
[ 107-35-7 ]
[ 2921-57-5 ]
21-<<4-<(2-sulfoethyl)amino>-1,4-dioxobutyl>oxy>-11β,17-dihydroxy-6α-methylpregna-1,4-diene-3,20-dione sodium salt [ No CAS ]

Reference： [1]Journal of Pharmaceutical Sciences,1985,vol. 74,p. 365 - 374

10
[ 107-35-7 ]
[ 7347-25-3 ]

Yield	Reaction Conditions	Operation in experiment
100%	With sodium hydroxide; In water; at 60℃;Sonication;	Example 3 Synthesis of Sodium 2-aminoethanesulfonate (7) Sodium 2-aminoethanesulfonate (7) is commercially available and was also prepared according to the General Procedure for the Preparation of Alkali Metal Salts (Procedure A). 2-Aminoethanesulfonic acid (<strong>[107-35-7]taurine</strong>) (6) (1.0 g, 8.0 mmol) was dissolved in 8 mL of water and was reacted with 320 mg (8.0 mmol; 1.0 eq.) of solid sodium hydroxide (NaOH) at 60 C. with sonication. The reaction mixture was frozen and the solvent was removed through lyophilization to yield 1.0 g (quantitative yield) of the target compound 7 as a colorless solid. 1H NMR (300 MHz, D2O): delta 2.90-2.80 (m, 4H) ppm. The analytical data corresponded to the analytical data given in the literature and the proposed structure.
100%	With sodium hydrogencarbonate; In water; at 20℃; for 2h;	To a solution of <strong>[107-35-7]taurine</strong> (2 g, 15.98 mmol) in H20 (30 mL) was added sodium hydrogenocarbonate (1.34 g, 15.98 mmol). The reaction medium was stirred for 2 hat RT then concentrated in vacuo. The crude product was dissolved in H20 (100 mL)and lyophilized to give 2.5 g of compound 73 as a white powder (quant.).IR spectrum as a KBr pellet; main absorption bands in reciprocal centimeters: 1458;1344; 1212; 1184; 1046; 1037; 742; 737; 598; 576; 533&523.
	With sodium hydroxide; In water;	To a stirred solution (cloudy) of [[[6-(3-methyl-2-pyridinyl)-1,7-naphthyridin-8-yl]aminojsulfonyl]acetic acid (409 mg, 1.14 mmol) in N,N-dimethylformamide (25 mL) add successively 1-(3-N,N-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (DEC·HCl; 328 mg, 1.71 mmol) and the sodium salt of <strong>[107-35-7]taurine</strong> (168 mg, 1.14 mmol; prepared from the acid by treatment with an equivalent of aqueous sodium hydroxide and removal of water by lyophilization). Stir the reaction mixture at room temperature for 4 hours. Remove solvent under reduced pressure, stir the residual gum with methanol (2 mL), dilute with ether (25 mL), and decant the supernatant. Triturate the residue with diethyl ether (25 mL) and decant. Dissolve the residue in water (15 mL), wash with dichloromethane (4 x 5 mL) and remove solvent at 55-60 C under reduced pressure. Crystallize the residue from methanol-acetonitrile. Flash chromatograph the partially purified solid on silica gel, eluting with acetonitrile-acetic acid-water in a stepped gradient (50:1:1 ? 20:1:1 ? 10:1:1 ? 5:1:1). Crystallize the main fraction from methanol (30 mL) to obtain the title compound as a 1.25 hydrate, C18H18N5O6S2Na?1.25 H2O, mp 256.5-258 C (dec). FABMS: MH+ 466 (47%), MNa+ 488 (69%).

Reference： [1]Patent: US2014/243407,2014,A1 .Location in patent: Paragraph 0136-0137
[2]Patent: WO2018/206635,2018,A1 .Location in patent: Page/Page column 239; 240
[3]Chemical and pharmaceutical bulletin,1988,vol. 36,p. 2796 - 2801
[4]Patent: EP912571,2004,B1 .Location in patent: Page 58

11
[ 107-35-7 ]
[ 643-79-8 ]
[ 3483-12-3 ]
2-(1-{2,3-Dihydroxy-4-[2-(2-sulfo-ethyl)-2H-isoindol-1-ylsulfanyl]-butylsulfanyl}-isoindol-2-yl)-ethanesulfonic acid [ No CAS ]

Reference： [1]Analytical Chemistry,1981,vol. 53,p. 2190 - 2193
Analytical Chemistry,1981,vol. 53,p. 2190 - 2193

12
[ 2525-16-8 ]
[ 107-35-7 ]
[ 160427-72-5 ]

Reference： [1]Il Farmaco,1994,vol. 49,p. 653 - 658

13
[ 107-35-7 ]
[ 24424-99-5 ]
[ 2052-49-5 ]
tetrabutylammonium 2-((tert-butoxycarbonyl)amino)ethane-1-sulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
100%	In water; acetone; at 20℃;	To a solution of <strong>[107-35-7]taurine</strong> (300 mg, 2.39 mmol) in water (2.4 mL), tetrabutylammonium hydroxide (0.2 M, 12 mL) was added followed by the dropwise addition of a solution of Boc20 (523 mg, 2.39 mmol) in acetone (8 mL). The mixture was stirred overnight at room temperature. The reaction mixture was then concentrated to remove acetone and the remaining water mixture was extracted with dichloromethane. The organic layers were combined, dried and concentrated to obtain a pale yellow oil (1.1 1 g, quantitative yield). dH (400 MHz, CDCI3) 3.53 (m, 2H, CH2), 3.28 (m, 8H, 4 CH2), 2.91 (m, 2H, CH2), 1.64 (m, 8H, 4 CH2), 1.44 (m, 8H, 4 CH2), 1.39 (s, 9H, 3 CH3), 1.00 (t, 12H, 4 CH3).
100%	In water; acetone; at 20℃;	To a solution of <strong>[107-35-7]taurine</strong> (300 mg, 2.39 mmol) in water (2.4 mL), tetrabutylammonium hydroxide (0.2 M, 12 mL) was added followed by the dropwise addition of a solution of Boc20 (523 mg, 2.39 mmol) in acetone (8 mL). The mixture was stirred overnight at room temperature. The reaction mixture was then concentrated to remove acetone and the remaining water mixture was extracted with dichloromethane. The organic layers were combined, dried and concentrated to obtain a pale yellow oil (1.1 1 g, quantitative yield). dH (400 MHz, CDCI3) 3.53 (m, 2H, CH2), 3.28 (m, 8H, 4 CH2), 2.91 (m, 2H, CH2), 1.64 (m, 8H, 4 CH2), 1.44 (m, 8H, 4 CH2) 1.39 (s, 9H, 3 CHs), 1.00 (t, 12H, 4 CH3).
95%	In water; acetone; at 20℃; for 12h;	<strong>[107-35-7]Tau</strong>rine 9 (1.25 g, 10 mmol, 1 equiv) was dissolved in water (10 mL), andthen 40% aqueous solution of n-Bu4NOH (6.5 mL, 10 mmol, 1 equiv) was added. Next, Boc2O (2.18 g, 10 mmol, 1 equiv) in acetone (30mL) was added dropwise. The mixture was stirred overnight at rt. Acetone was evaporated under reduced pressure and the aqueous phase was extracted with CH2Cl2 (3 × 12 mL). Organic layers were combined and dried over MgSO4. The solvent was evaporated affording 4.4 g (95%) of tetrabutylammonium salt of N-Boc <strong>[107-35-7]taurine</strong> (10) as a yellowish oil. Rf = 0.6 (CHCl3/MeOH 9:1, v/v); 1HNMR (250 MHz, CDCl3) delta 1.00 (t, 12H, J = 7.50 Hz), 1.36-1.51 (m, 17H),1.58-1.71 (m, 8H), 2.92-2.97 (m, 2H), 3.25-3.32 (m, 8H), 3.52-3.57 (m,2H); 13C NMR (62.9 MHz, CDCl3) delta 13.4, 19.49, 23.75, 28.26, 36.83, 50.51,58.44, 78.17, 155.88.

Reference： [1]Patent: WO2019/241851,2019,A1 .Location in patent: Paragraph 0236
[2]Patent: WO2019/241850,2019,A1 .Location in patent: Paragraph 0227
[3]Bioorganic and Medicinal Chemistry Letters,1996,vol. 6,p. 3035 - 3040
[4]Nucleosides, nucleotides and nucleic acids,2013,vol. 32,p. 599 - 616

14
[ 107-35-7 ]
[ 24424-99-5 ]
2–((tert-butoxycarbonyl)amino)ethyl-1-sulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	With sodium hydrogencarbonate; In tetrahydrofuran; methanol; at 10℃; for 24h;Cooling with ice;	10 ml of methanol and 10 ml of tetrahydrofuran were added to a 100 ml three-necked flask, and the mixture was stirred under an ice water bath.Will be 0.01mol (1.2514g)<strong>[107-35-7]Tau</strong>rinewith0.0.02mol (1.6802g) of sodium bicarbonate addedIn a 100ml three-necked flask,Stir to mix the reactants thoroughly,0.0.01 mol (2.1825 g) of di-tert-butyl dicarbonate dissolved in 5 ml of tetrahydrofuran(Boc anhydride),Keep the reaction temperature at 10 C,Reaction for 24h,Obtaining 2-((tert-butoxycarbonyl)amino)ethyl-1-sulfonic acid product0.0096mol (2.1625g),The yield reached 96%.
	With dmap; triethylamine; In dichloromethane; at 0℃;	At 0 C, 1.25 g of the compound of formula d, 27.9 mL of triethylamine, 26.2 g of di-tert-butyl dicarbonate (BOC) 2O And 1.2 g of 4-dimethylaminopyridine were added 150 mL of dichloromethane, stirred, and after completion of the reaction, Washed with saturated aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate, Filtered and concentrated to give the compound of formula e.

Reference： [1]Patent: CN109824553,2019,A .Location in patent: Paragraph 0028-0039
[2]Chemistry - A European Journal,1998,vol. 4,p. 1924 - 1931
[3]Chemical and Pharmaceutical Bulletin,2014,vol. 62,p. 642 - 648
[4]Patent: CN104478798,2017,B .Location in patent: Paragraph 0050-0053

15
[ 2346-00-1 ]
[ 7647-01-0 ]
bromine water [ No CAS ]
[ 107-35-7 ]

Reference： [1]Chemische Berichte,1891,vol. 24,p. 1117

16
[ 19975-56-5 ]
[ 7647-01-0 ]
bromine water [ No CAS ]
[ 75-75-2 ]
[ 107-35-7 ]

Reference： [1]Chemische Berichte,1889,vol. 22,p. 1138
Chemische Berichte,1891,vol. 24,p. 1110

17
[ 107-35-7 ]
HNO₂ [ No CAS ]
[ 107-36-8 ]

Reference： [1]Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften,1858,p. 550

18
[ 926-39-6 ]
Na₂SO₃ [ No CAS ]
[ 107-35-7 ]

Reference： [1]Journal of the Chemical Society,1943,p. 4
[2]Journal of the Chemical Society,1943,p. 4
[3]Patent: DE610926,1931,
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 20,p. 343

19
[ 926-39-6 ]
[ 7732-18-5 ]
Na₂SO₃ [ No CAS ]
[ 107-35-7 ]

Reference： [1]Journal of the Chemical Society,1943,p. 4
[2]Journal of the Chemical Society,1943,p. 4
[3]Patent: DE610926,1931,
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 20,p. 343
[4]Patent: DE610926,1931,
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 20,p. 343

20
[ 926-39-6 ]
NaHSO₃ [ No CAS ]
[ 107-35-7 ]

Reference： [1]Journal of the Chemical Society,1943,p. 4
[2]Journal of the Chemical Society,1943,p. 4
[3]Patent: DE610926,1931,
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 20,p. 343

21
[ 44826-45-1 ]
[ 7664-93-9 ]
[ 107-35-7 ]

Yield	Reaction Conditions	Operation in experiment
	at 45℃;

Reference： [1]Rumpf [Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1937, vol. 204, p. 593][Bulletin de la Societe Chimique de France, 1938, vol. <5>5, p. 884]

22
[ 107-35-7 ]
[ 501-53-1 ]
[ 119225-23-9 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In sodium hydroxide; diethyl ether; toluene;	EXAMPLE 18 R(-)2-(4'-isobutyl)-phenylpropionyl-(2"-N-benzyloxy-carbonylamino)ethanesulfonamide <strong>[107-35-7]Tau</strong>rine (1 g; 8 mmol) was dissolved in 2N NaOH (4.3 mL) and, after cooling on ice/water bath, 4N NaOH (2.14 mL) and a solution of benzyloxycarbonyl chloride (3.27 mL; 8 mmol) in toluene (3 mL) were dropped at same time. After the additions, the mixture was left stirring at T=0-5 C. for 1 h. The reaction was quenched by adding diethyl ether. The mixture was debated and the phases were separated. The aqueous one was cooled to 0-5 C. and 37% HCl was added to pH=2. The acidic phase was extracted with ethyl acetate (310 mL) and the collected organic extracts were washed with water (215 mL) and brine (15 mL), dried over Na2SO4 and evaporated under vacuum to give 2-(N-benzyloxycarbonylamino)ethanesulfonic acid as crude product purified by trituration in diethyl ether to give the pure product as white solid (1.46 g; 5.64 mmol Yield=70.5%)
	With sodium carbonate; In water;	Step 1 2-[(Benzyloxy)carbonyl]amino}ethanesulfonyl chloride A mixture of <strong>[107-35-7]taurine</strong> (12.5 g, 100 mmol), benzyl chloroformate (15.1 mL, 105 mmol) and sodium carbonate (10.6 g, 100 mmol) in water (250 mL) was stirred at room temperature for overnight. The product mixture was extracted with diethyl ether. The organic extract was concentrated under vacuum to provide 2-[(benzyloxy)carbonyl]-amino}ethanesulfonic acid.
	With sodium hydroxide; In tetrahydrofuran; water; at 5 - 10℃; for 2h;	80 g <strong>[107-35-7]taurine</strong> (0.64 mol), 160 g of water, 93.4 g of a 27.4 wt% sodium hydroxide solution and 80 mL of tetrahydrofuran were added to the reaction flask, and the temperature was lowered to 5 ± 2 C with stirring,And the mixture was added dropwise at that temperature115 g of benzyl chloroformate (0.67 mol),Dropping 93.4g of sodium hydroxide solution with 27.4wt% concentration, dropping the reaction at 10 ± 2 for 2h, then the reaction is complete, and benzyloxycarbonylaminoethanesulfonic acid is obtained.The mixture was concentrated under reduced pressure and extracted with ethyl acetate (200 mL × 2). To the aqueous phase was added 500 mL of toluene, and the mixture was heated to reflux and partitioned between water and water until the reaction mixture was distilled off.The reaction is as follows:

Reference： [1]Chemical and Pharmaceutical Bulletin,2001,vol. 49,p. 629 - 631
[2]Bioorganic Chemistry,2001,vol. 29,p. 357 - 379
[3]Synthesis,2006,p. 455 - 460
[4]Patent: US2003/216392,2003,A1
[5]Patent: US2003/55071,2003,A1
[6]Organic Letters,2009,vol. 11,p. 3922 - 3925
[7]Amino Acids,2012,vol. 43,p. 423 - 429
[8]Patent: CN106008283,2016,A .Location in patent: Paragraph 0022; 0023; 0024

23
[ 107-35-7 ]
[ 15641-58-4 ]
sodium; 2-[(2,2,3,3-tetramethyl-cyclopropanecarbonyl)-amino]-ethanesulfonate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 4316 - 4326

24
[ 107-35-7 ]
[ 2083-68-3 ]
N',N"-didodecyl-N^α-[4-carboxybutanoyl]-DL-glutamide [ No CAS ]
trimethyl-octyl-ammonium; 2-[4-(1,3-bis-dodecylcarbamoyl-propylcarbamoyl)-butyrylamino]-ethanesulfonate [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2004,vol. 43,p. 465 - 469

25
[ 1180-95-6 ]
[ 107-35-7 ]
[ 83-44-3 ]

Reference： [1]Steroids,2006,vol. 71,p. 189 - 198

26
[ 145-42-6 ]
[ 107-35-7 ]
[ 81-25-4 ]

Reference： [1]Steroids,2006,vol. 71,p. 189 - 198

27
[ 107-35-7 ]
2-({3-[4-(3-chloro-phenyl)-7-ethyI-2-phenyl-pyrroIo[1,2-b]pyridazin-3-yl]-propanoyl}-amino)-ethanesulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82.0%		To a solutionof 3- [4- (3-chlorophenyl)-7-ethyl-2-phenylpyrrolo [1, 2-b] pyridazin-3- yl] propanoic acid (100 mg) in dioxane (0.5 mL) was added triethylamine (25.2 mg) followed by a solution of pivaloyl chloride (30.1 mg) in dioxane (0.5 mL). A white precipitate was formed. After stirring for 40 minutes at room temperature, the precipitate was removed by filtration, and washed with dioxane (2 mL). To the combined washing was added a solution of 2-aminoethanesulfonic acid (38.6 mg) in IN sodium hydroxide (0.247 mL). The resulting mixture was stirred for 1 hour at room temperature. The mixture was partitioned between ethyl acetate (15 mL) and water (5 mL). The organic layer was washed with brine, dried over magnesium sulfate, and evaporated. Preparative silica gel thin layer chromatography eluting with chloroform-methanol = 5-1 afforded 2-(f 3- [4- (3-chlorophenyl)-7-ethyl-2-phenylpyrrolo-[1, 2-b]pyridazin-3-yl] propanoyl} amino) ethanesulfonic acid as an yellow solid (104 mg, 82.0%). 2- ( {3- [4- (3-Chlorophenyl)-7-ethyI-2-phenylpyrroIo [l, 2-b] pyridazin-3- yl] propanoyl} amino) ethanesulfonic acid NMR (CDC13, delta) : 1.27 (5H, m), 2.59 (4H, m), 2.90-3. 14 (4H, m), 5.96 (1H, m), 6.06 (1H, m), 7.06-7. 40 (9H, m)

Reference： [1]Patent: WO2004/63197,2004,A1 .Location in patent: Page 156-157

28
[ 290821-85-1 ]
[ 107-35-7 ]
4-(2-sulfoethylamino)-1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidine potassium salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89.5%	With potassium hydroxide; hydrogen; In methanol; at 60℃; under 2327.23 Torr; for 4h;	Example 32 (5.28 g, 0.022 mole), <strong>[107-35-7]taurine</strong> (3.12 g, 0.025 mole), and catalyst (PtO2, 0.5 g, Engelhard Corp.) are added to 50 mL of methanol and 25 mL of 1M methanolic potassium hydroxide. The reactor is pressured to 45 psig with hydrogen while heating to 60 C. After 4 hours, the reactor is vented and the catalyst is filtered off. The filtrate is subjected to vacuum distillation yielding a clear residue that solidifies upon standing. The title compound is obtained (7.7 g, 89.5 % yield) as a glassy white solid with a melting point of 158-162 C whose structure is consistent with HNMR.

Reference： [1]Patent: WO2004/76419,2004,A1 .Location in patent: Page 47

29
[ 107-35-7 ]
[ 36394-85-1 ]
C₁₆H₂₂Cl₂N₈O₁₀S₂^(2-)*2Na⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
100%	With sodium carbonate; In tetrahydrofuran; water; at 0 - 20℃;	Example 2: Synthesis of <strong>[107-35-7]Tau</strong>rine Derivative of 1,8-Bis-(4,6- dichloro-[1,3,5]triazin-2-yloxy)-3,6-diox-octane [E2]; To a 250 ml flask containing 1,8-bis-(4,6-dichloro- [l,3,5]triazin-2-yloxy)-3,6-diox-octane [El] (7.0 g, 15.7 mmol) and THF (30 ml) was added a solution of <strong>[107-35-7]taurine</strong> (3.9 g, 31.4 mmol) and sodium carbonate (3.33 g, 31.4 mmol) in 60 ml water at 0C. After addition, the mixture was kept stirring overnight at room temperature. After removal of THF and water, the residue was washed by acetone to give a white solid [E2] (10.6 g, quantity) ; ¹H NMR (300 MHz, No., ppm, D20) 3.14-3.2 (m, 4H), 3.75-3.80 (m, 8H), 3.87-3.90 (m, 4H), 4.42-4.53 (m, 4H) ; MS-ESI 623 (M-2Na++3H+), 645 (M- Na++2H+) , 667 (M+1), 689 (M+Na+) .

Reference： [1]Patent: WO2005/123699,2005,A1 .Location in patent: Page/Page column 15

30
C₃₅H₂₈ClN₁₃O₂ [ No CAS ]
[ 107-35-7 ]
C₃₇H₃₄N₁₄O₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With sodium carbonate; In 1-methyl-pyrrolidin-2-one; water; at 100℃; for 4h;	Inventive Example 3; Synthesis of the Dimeric Unmetallized Colorant 18; 3-Aminomethyl-2methyl-5.8-dimethoxyquinoline (1.16 g) and 0.84 g NaHCO3 were dissolved in 25 mL water+25 mL acetonitrile and the resulting solution was cooled in ice bath. Added 0.46 g cyanuric chloride dissolved in 25 mL acetone was added, the solution was removed from the ice bath and stirred at 25 C. for 2.5 hours. Approx 100 mL water were added and a fluffy off white precipitate formed. Filtered, washed and dried to obtain 1.4 g of 16 (97% yield). 0.58 g quinoline dimer 16 was suspended in 20 mL ethanol and cooled in ice bath. A solution of 1.64 g ammonium cerium nitrate in 10 mL of water was added dropwise and stirred 1.5 hours. Then a solution of 0.8 g pyridyl hydrazine dihydrochloride in 5 ml of water was added and the ice bath removed. After stirring for another 1.5 hours, the ethanol was evaporated with a rotary evaporator and 30 mL of water were added. The orange product 17 precipitated and was isolated by filtration (0.6 g, 86% yield). To a solution of 0.35 g chlorotriazine dimer 16 in 30 ml N-methylpyrrolidone (NMP) was added a solution of 0.07 g of <strong>[107-35-7]taurine</strong> and 0.27 g sodium carbonate in 15 mL of water and the resulting mixture was heated at 100 C. for 4 h. The product was precipitated by addition of 200 mL water and subsequent adjustment of the pH to 5. The precipitate was filtered, washed with 2×5 mL ice water and dried in the vacuum oven to afford 0.315 g dimer 18 (80% yield).

Reference： [1]Patent: US2005/277765,2005,A1 .Location in patent: Page/Page column 15-17

31
[ 85-44-9 ]
[ 107-35-7 ]
[ 4403-36-5 ]

Yield	Reaction Conditions	Operation in experiment
34%	With phosphorus pentachloride; potassium acetate; In water; acetic acid; toluene;	Preparation 82 2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-ethanesulfonyl chloride A suspension of taurine (8.0 g, 63.9 mmol) and potassium acetate (6.7 g, 68.3 mmol) in acetic acid was refluxed for 15 min. Phthalic anhydride (10.1 g, 68.4 mmol) was added and the solution was refluxed for 3 h. The reaction was cooled to room temperature and the solid was filtered off, washed with cold acetic acid and dried under vacuum at 100 C. to give a white solid. The solid (14.3 g, 54.7 mmol) was suspended in toluene (50 ml) and phosphorus pentachloride (8.12 g, 39.0 mmol) was added under nitrogen. The reaction mixture was heated under reflux for 1 h. Further phosphorus pentachloride (8.12 g, 39.0 mmol) was added and the reaction mixture was refluxed for 2.5 h. The brownish solution was decanted from the small amount of solid formed and then concentrated in vacuo, the residue was poured onto ice:water (50:50, lOOmIl) and filtered. The solid was dried for 16 h in vacuo at 45 C. to give a pale brown solid (6.4 g, 34%).

Reference： [1]Patent: US6313312,2001,B1
[2]Archiv der Pharmazie,2007,vol. 340,p. 656 - 660
[3]Journal of Medicinal Chemistry,2010,vol. 53,p. 2390 - 2400
[4]European Journal of Medicinal Chemistry,2018,vol. 146,p. 108 - 122

32
[ 111992-80-4 ]
[ 107-35-7 ]
[ 16357-59-8 ]
3-O-[bis(2-chloroethyl)aminocarbonyl]taurocholic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With triethylamine; In N-methyl-acetamide; di-isopropyl ether; ethyl acetate;	EXAMPLE 25 3-O-[bis(2-chloroethyl)aminocarbonyl]taurocholic acid (CA-Tau-NM) 1.2 g of 3-O-[bis(2-chloroethyl)aminocarbonyl]cholic acid, 700 mg of 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline, 0.36 ml of triethylamine and 280 mg of taurine were added to 4 ml of dimethylformamide, and reaction was carried out at 90 C. for 1.5 hours. After it was cooled to room temperature, the reaction mixture was added to 100 ml of diisopropyl ether, and the oily precipitate formed was added to 50 ml of ethyl acetate. After washing with 1N hydrochloric acid, the product was dried over anhydrous magensium sulfate, and the solvent was evaporated. The reaction mixture obtained was purified by silica gel chromatography to produce 940 mg of the title compound (yield 66%).

Reference： [1]Patent: US4793948,1988,A

33
3-O-[p-(N,N-bis(2-chloroethyl)amino)phenylacetyl] ursodeoxycholic acid [ No CAS ]
[ 107-35-7 ]
[ 16357-59-8 ]
3-O-[p-(N,N-bis(2-chloroethyl)amino)phenylacetyl]tauroursodeoxycholic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
27%	With triethylamine; In di-isopropyl ether; N,N-dimethyl-formamide;	EXAMPLE 51 3-O-[p-(N,N-bis(2-chloroethyl)amino)phenylacetyl]tauroursodeoxycholic acid 500 mg of 3-O-[p-(N,N-bis(2-chloroethyl)amino)phenylacetyl] ursodeoxycholic acid, 280 mg of taurine, 300 mg of triethylamine, and 700 mg of 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline were added to 4 ml of DMF, and the mixture was stirred for 2 hours at 80 C. The reaction solution was added to 150 ml of diisopropyl ether. A precipitate thus formed was washed with 0.2N hydrochloric acid, dried, and purified by silica gel column chromatography to obtain 155 mg of the title compound (yield 27%).

Reference： [1]Patent: US4810422,1989,A

34
[ 926-39-6 ]
[ 7757-83-7 ]
[ 107-35-7 ]

Reference： [1]Patent: GB406380,1934,
C.,1934,vol. II,p. 132
[2]Gmelin Handbuch der Anorganischen Chemie,Gmelin Handbook: S: MVol.B2, 3.1.4, page 607 - 612

35
manganese(II) acetate hexahydrate [ No CAS ]
[ 107-35-7 ]
[ 32596-43-3 ]
Mn₂(Lb)OH*H₂O*CH₃OH [ No CAS ]

Reference： [1]Inorganica Chimica Acta,1988,vol. 141,p. 103 - 118

36
copper(I) oxide [ No CAS ]
[ 107-35-7 ]
[ 57709-62-3 ]
2Na⁽¹⁺⁾*[Cu₂(C₁₂H₆N₂(CHNC₂H₄SO₃)2)2]^(2-)=Na₂[Cu₂(C₁₂H₆N₂(CHNC₂H₄SO₃)2)2] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	With NaHCO₃ In water (Ar or N2); a flask charged with 1,10-phenanthroline-2,9-dicarboxaldehyde, sulfanilic acid, Cu2O, NaHCO3, sealed, purified of O2, H2O added, sealed, stirred at room temp.; evapd. (vac.);

Reference： [1]Nitschke, Jonathan R.; Schultz, David; Bernardinelli, Gerald; Gerard, David [Journal of the American Chemical Society, 2004, vol. 126, # 50, p. 16538 - 16543]

37
[ 107-35-7 ]
[ 81-30-1 ]
[ 254977-20-3 ]

Yield	Reaction Conditions	Operation in experiment
87%	In N,N-dimethyl-formamide; at 150℃; for 19h;	Naphthalenetetracarboxylic bisanhydride (1.41g, 5mmol) and <strong>[107-35-7]taurine</strong> (1.26g, 10mmol) are dispersed in N,N-dimethylformamide (65ml). The mixture is heated at 150C for 19h and cooled to room temperature. A beige product precipitates which is isolated by filtration and dried in vacuo yielding the desired product (2.11g) in yields of 87 %. Solubility in water: > 30 G/G%.

Reference： [1]Patent: EP1990372,2008,A2 .Location in patent: Page/Page column 13-14
[2]Chemical Communications,2017,vol. 53,p. 9701 - 9704
[3]Dalton Transactions,2018,vol. 47,p. 1027 - 1031
[4]Physica Status Solidi (A) Applications and Materials,2020,vol. 217

38
[ 107-35-7 ]
[ 3816-77-1 ]
[ 1146626-70-1 ]

Reference： [1]Journal of Organic Chemistry,2009,vol. 74,p. 2585 - 2588

39
[ 107-35-7 ]
[ 53-86-1 ]
[ 1191074-58-4 ]

Yield	Reaction Conditions	Operation in experiment
90%		Example 3 ; [1- ( 4-chlorobenzoyl) -5-methoxy-2-methyl-lH- indole-3-yl] acetyl] amide} ethanesulfonic acid (Compound 64) synthesisOne gram of indometacin is solubilized in DMF previously dried out under molecular screen cleaner.Sequentially, an ice bath, 0.5 mL of <n="55"/>diethylcyanophosphonate (DEPC), 0.700 g of <strong>[107-35-7]taurine</strong> and 4.5 mL of previously dried out under molecular screen cleaner triethylamine are added. The reaction is kept for 2 hours shaking at room temperature.At end of the reaction, the base excess is removed through nitrogen pull-down, and the remaining solvent is eliminated through evaporation at reduced pressure. The obtained residue is added, in small portions, to a saturated aqueous cold NaHCO3 solution. The formed precipitated is collected by filtration, washed with a small portion of cold water and dried out under phosphorus pentoxide. The obtained dry mass is grinded under THF, with the solid residue being filtrated and dried out and calculated yield of around 90% (analyzed by HPLC) .After the purification of the product, the study of structural confirmation led to the result of Table 4.Table 4: Structural characterization of the resulting Compound from the reaction between <strong>[107-35-7]taurine</strong> and indometacin (Compound 64) <n="56"/>

Reference： [1]Patent: WO2009/124371,2009,A2 .Location in patent: Page/Page column 52-54

40
[ 107-35-7 ]
[ 15687-27-1 ]
[ 157134-69-5 ]

Yield	Reaction Conditions	Operation in experiment
~ 90%		Example 1: [2- (4-isobuthylphenyl) propanoyl] amide ethanesulfonic acid (Compound 27) synthesis (Compound derived from Ibuprophen and <strong>[107-35-7]Tau</strong>rine) One gram of ibuprophen is solubilized in DMF previously dried out under molecular screen cleaner. Sequentially, an ice bath, 0.9 mL of diethylcyanophosphonate (DEPC), 1.212 g of <strong>[107-35-7]taurine</strong> and 7.8 mL of previously dried out under molecular screen cleaner triethylamine are added. The reaction is kept for 2 hours shaking at room temperature.At end of the reaction, the base excess is removed through nitrogen pull-down, and the remaining solvent is <n="52"/>eliminated through evaporation at reduced pressure. The obtained residue is added, in small portions, to a saturated aqueous cold NaHCU3 solution. The formed precipitated is collected by filtration, washed with a small portion of cold water and dried out under phosphorus pentoxide. The obtained dry mass is grinded under THF, with the solid residue being filtrated and dried out and calculated yield of around 90% (analyzed by high performance liquid chromatography - HPLC) The study of structural confirmation of the purified product led to the result of Table 2.Table 2: Structural characterization of the resulting Compound from the reaction between <strong>[107-35-7]taurine</strong> and ibuprophen (Compound 27) <n="53"/>

Reference： [1]Patent: WO2009/124371,2009,A2 .Location in patent: Page/Page column 48-50

41
[ 107-35-7 ]
[ 23981-80-8 ]
[ 1191076-35-3 ]

Yield	Reaction Conditions	Operation in experiment
90%		Example 2: 2-{ [2- (6-methoxy-2-naphthyl) propanoyl] amide} ethanesulfonic acid (Compound 63) synthesisOne gram of <strong>[23981-80-8]naproxen</strong> is solubilized in DMF previously dried out under molecular screen cleaner. Sequentially, an ice bath, 0.8 mL of diethylcyanophosphonate (DEPC), 1.085 g of taurine and 7.0 mL of previously dried out under molecular screen cleaner triethylamine are added. The reaction is kept for 2 hours shaking at room temperature.At end of the reaction, the base excess is removed through nitrogen pull-down, and the remaining solvent is eliminated through evaporation at reduced pressure. The obtained residue is added, in small portions, to a saturated aqueous cold NaHCO3 solution. The formed precipitated is collected by filtration, washed with a small portion of cold water and dried out under phosphorus pentoxide. The obtained dry mass is grinded under THF, with the solid residue being filtrated and dried out and calculated yield of around 90% (analyzed by HPLC) .After the purification of the product, the study of structural confirmation led to the result of Table 3.Table 3: Structural characterization of the resulting Compound from the reaction between taurine and <strong>[23981-80-8]naproxen</strong> (Compound 63) <n="54"/>

Reference： [1]Patent: WO2009/124371,2009,A2 .Location in patent: Page/Page column 51

42
[ 107-35-7 ]
C₃₂H₄₂N₂O₃ [ No CAS ]
C₃₄H₄₇N₃O₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 80℃; for 2.5h;	Scheme LD;The benzoic acid was prepared according to Scheme I (Steps 1 -5) using the appropriate amino acid, amine, and ketone The benzoic acid (90 mg, 0 18 mmol), IPr2NEt (0 12 mL, 0 72 mmol), PyBOP (122 mg, 0 23 mmol), and <strong>[107-35-7]taurine</strong> (34 rng, 0 27 mmol) were taken up in DMF (4 mL), and the resulting solution was heated at 80 C for 2 5 h The reaction was concentrated The residue was purified via reversed- phase chromatography (water/CH3CN gradient) which provided 85 mg (77%) of Example 1.72 as a colorless foam

Reference： [1]Patent: WO2010/39789,2010,A1 .Location in patent: Page/Page column 104

43
[ 107-35-7 ]
[ 1315469-61-4 ]
[ 1315468-90-6 ]

Yield	Reaction Conditions	Operation in experiment
59%	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 4.5h;	Example 352-{2,5-Dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzoylamino}-ethanesulfonic acid To a solution of 0.127 g (0.26 mmol) 2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzoic acid (Example 29, intermediate) in 1.5 mL N,N-dimethylformamide were added 0.10 g (0.26 mmol) O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (HATU, commercially available, CAS RN 148893-10-1) and 0.13 mL (0.79 mmol) N,N-diisopropylethylamine. To the yellow solution 0.036 g (0.29 mmol) <strong>[107-35-7]taurine</strong> (commercially available, CAS RN 107-35-7) was added and the reaction mixture stirred at room temperature for 4.5 hours. The solution was filtered using a syringe micro filter and purified on a preparative HPLC system (Phenomenex Gemini column) with a gradient of acetonitrile: water (containing 0.05% formic acid) (10:90 to 98:2) to give 0.092 g (59%) of the title compound as a brown solid. MS (ESI): m/z=591.086 [M+H]+.
59%	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 4.5h;	To a solution of 0.127 g (0.26 mmol) 2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H- quinoxaline-l-carbonyl)-pyridin-4-yloxy]-benzoic acid (Example 29, intermediate) in 1.5 mL N,N-dimethylformamide were added 0.10 g (0.26 mmol) 0-(7-azabenzotriazol-l-yl)-N,N,N',N'- tetramethyluronium hexafluorophosphate (HATU, commercially available, CAS RN 148893-10- 1) and 0.13 mL (0.79 mmol) N,N-diisopropylethylamine. To the yellow solution 0.036 g (0.29 mmol) <strong>[107-35-7]taurine</strong> (commercially available, CAS RN 107-35-7) was added and the reaction mixture stirred at room temperature for 4.5 hours. The solution was filtered using a syringe micro filter and purified on a preparative HPLC system (Phenomenex Gemini column) with a gradient of acetonitrile : water (containing 0.05% formic acid) (10 : 90 to 98 : 2) to give 0.092 g (59%) of the title compound as a brown solid. MS (ESI): m/z = 591.086 [M+H]+.

Reference： [1]Patent: US2011/178089,2011,A1 .Location in patent: Page/Page column 34
[2]Patent: WO2011/89099,2011,A1 .Location in patent: Page/Page column 75

44
[ 107-35-7 ]
[ 1220903-24-1 ]
[ 1220894-27-8 ]

Yield	Reaction Conditions	Operation in experiment
77%	With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 80℃; for 2.5h;	Scheme LD; The benzoic acid was prepared according to Scheme I (Steps 1-5) using the appropriate amino acid, amine, and ketone. The benzoic acid (90 mg, 0.18 mmol), iPr2NEt (0.12 mL, 0.72 mmol), PyBOP (122 mg, 0.23 mmol), and <strong>[107-35-7]taurine</strong> (34 mg, 0.27 mmol) were taken up in DMF (4 mL), and the resulting solution was heated at 80 C for 2.5 h. The reaction was concentrated. The residue was purified via reversed- phase chromatography (water/CH3CN gradient) which provided 85 mg (77%) ofExample 1.72 as a colorless foam.

Reference： [1]Patent: WO2011/119559,2011,A1 .Location in patent: Page/Page column 110

45
[ 107-35-7 ]
[ 81-25-4 ]
[ 145-42-6 ]

Yield	Reaction Conditions	Operation in experiment
95%		5 L of N,N'-dimethylformamide was added to the reaction vessel and the temperature was raised to 90 C.Into cholic acid, stirred until solids are dissolved.0.7 kg of 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline, 0.3 kg of triethylamine, 0.36 kg of <strong>[107-35-7]taurine</strong> were added, and the reaction was stirred at 90 C for 2 h.After cooling to room temperature, 25 L of methyl t-butyl ether was added to the reaction mixture to precipitate a solid, which was filtered.The obtained solid was dissolved in 5 L of methanol, and 0.07 kg of sodium hydroxide was added and stirred at room temperature for 1 h.25 L of methyl tert-butyl ether was added to the reaction vessel, filtered, and dried under vacuum at 60 C to obtain a crude sodium taurocholate. Example 3: In 250ml reaction flask was added 20g sodium taurocholate crude (made, HPLC purity 93.78%, 2.53% maximum single hetero) 60ml and methanol,Heat to 50 C to dissolve, add 120 ml of ethyl acetate while hot, cool to 25 C and stir to crystallize.Filtration and drying under reduced pressure gave 19 g of sodium taurocholate, the yield was 95%, the HPLC content was 99.71%, and the maximum single-B content was 0.29%.As shown in Fig. 3, the peak with a peak time of 9.77 min is sodium taurocholate, and the peak with a peak time of 11.43 min is impurity B: sodium tauro-sodeoxycholate.

Reference： [1]Patent: CN109776649,2019,A .Location in patent: Paragraph 0047-0068
[2]Organic and Biomolecular Chemistry,2012,vol. 10,p. 4109 - 4115

46
[ 107-35-7 ]
[ 83-44-3 ]
[ 1180-95-6 ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 4109 - 4115

47
[ 107-35-7 ]
[ 128-13-2 ]
[ 35807-85-3 ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 4109 - 4115

48
[ 107-35-7 ]
[ 1404420-44-5 ]
[ 1404422-58-7 ]

Yield	Reaction Conditions	Operation in experiment
66%	With sodium hydroxide; In ethanol; at 140℃; for 0.666667h;Microwave irradiation;	Example 146Y2-(2-(4-(l-(4-(2,3-Dimethylphenoxy)butanoyl)-l,2,3,4-tetrahydroquinolin-5-yl)-lH- pyrazol- 1 -yl)-2-methylpropanamido)ethanesulfonic acid[00296] A solution of ethyl l,2-dihydro-2-ethoxy-l-quinolinecarboxylate (52.0 mg, 0.210 mmol) in 95% ethanol (0.4 mL) and a solution of <strong>[107-35-7]taurine</strong> (15.79 mg, 0.126 mmol) in 1 N NaOH (0.1 mL) were added to a stirring solution of Example 65 (10 mg, 0.021 mmol) in 95% ethanol (0.4 mL). The reaction mixture was heat at 140 C in a microwave reactor for 40 min. The reaction was concentrated and purified by preparative HPLC (PHENOMENEX Axia Luna column, 5mu, C18, 30 x 100 mm; 18 min gradient from 80% A:20% B to 40% A:60% B and 3 min 100% B (A = 90% H2O/10% MeOH + 0.1% TFA); (B = 90% MeOH/10% H20 + 0.1% TFA); detection at 220 nm) to afford Example 146 (8.2 mg, 66% yield) as a white powder. LCMS, [M+H]+ = 583.5. XH NMR (500 MHz, MeOD) delta 7.93 (s, 1H), 7.68 (s, 1H), 7.32 (d, J= 7.9 Hz, 1H), 7.25 (t, J= 7.6 Hz, 1H), 7.21 (br. s, 1H), 6.99 (t, J= 7.9 Hz, 1H), 6.72 (d, J= 7.5 Hz, 1H), 6.68 (d, J= 8.1 Hz, 1H), 3.89 (br. s, 2H), 3.76 (t, J= 6.8 Hz, 2H), 3.62 (t, J= 6.3 Hz, 2H), 2.96 (t, J= 6.3 Hz, 2H), 2.82 (t, J= 6.9 Hz, 2H), 2.58 (br. s, 2H), 2.19 - 2.08 (m, 5H), 1.89 (s, 6H), 1.88 - 1.74 (m, 5H). HPLC-1 : Rt = 9.9 min, purity = 100%; HPLC-2: Rt = 6.7 min, purity = 100%.

Reference： [1]Patent: WO2012/149236,2012,A1 .Location in patent: Page/Page column 303

49
[ 7347-25-3 ]
[ 107-35-7 ]

Yield	Reaction Conditions	Operation in experiment
95.7%	With ethanolamine;pH 12.5;	2000 mL of mother liquor including 5% sodium taurinate and 15% ethanolamine was taken after taurine produced by the industrial ethanolamine process was extracted. The mother liquor passed through the column of Amberlite IRA resin activated as described in Example 1 having a column temperature of 25 C. at a flow rate of about 2.0 BV/h, and an effluent (i.e., an eluate) discharged from an outlet of the column was collected. During the collection, pH of the effluent was monitored online at the outlet, and the collection was stopped when the detected pH was increased to about 12.5. The collected effluent includes water originally remained in the column, sodium hydroxide exchanged from the column and ethanolamine After the collection, ethanolamine may be used for an esterification process in the ethanolamine method for producing taurine, and sodium hydroxide may be used for a process for activating resin. Sodium hydroxide solution of 0.1 mol/L passed through the resin in a forward direction at a flow rate of 2.0 BV/h to desorb the anions of the sodium taurinate from the resin, and a desorption liquid discharged from an outlet of the column was collected. During the collection, pH of the desorption liquid was monitored online at the outlet, and the collection was stopped when the detected pH was suddenly increased to about 12. The desorption liquid includes relatively pure sodium taurinate. Obtained sodium taurinate solution was acidified by passing through a cation exchange (e.g., sulfonic acid type) column to obtain taurine, which was concentrated, recrystallized, filtrated and dried, thereby obtaining 83 g taurine product having a taurine content of 98% and a yield of 95.7%.
75%	With sulfuric acid; at 80 - 100℃;pH 7.9;	2808.8 g of 25 wt% sodium hydrogen sulfite solution was placed in a 10 L reaction kettle.Maintain the temperature inside the reactor at 25 C,And added 7g of Sn-beta catalyst to the kettle.Mix well, then slowly pass 300g of ethylene oxide into the reactor.Pass throughAfter the ethylene oxide, the reaction was further continued for 15 min, and the sample was analyzed and analyzed, and the yield of the reaction was 99.5%;Then adding a certain amount of pure water to the reaction kettle,Diluting the sodium isethionate concentration in the system to around 15.0% by weight,Subsequently, a certain amount of liquid ammonia is introduced to make the liquid ammonia concentration reach 24.0 wt%.Subsequently, 1.0 g (0.1 wt%) of NaBiO3 catalyst was added.And 1.0g CuCl cocatalyst,The reaction system was heated to 160 C,The system pressure is 9.8 MPa and the reaction is 30 min.The yield of sodium taurate obtained by the aminolysis reaction was 92.5%.After the reaction solution is flashed off at 100 C, ammonia is removed.Concentrated by evaporation, the concentration of sodium taurate is increased to 40% by weight.Subsequently, a certain amount of concentrated sulfuric acid was added at 80 C to adjust the pH of the system to 7.8.It is then cooled to 20 C for crystallization.The yield per taurine after crystallization is 75.0%,The mother liquor can be completely applied to the aminolysis reaction.The total yield of taurine after application was 95.0%.
110 g	With sulfur dioxide; In water;pH 5 - 6;	EXAMPLE 1 (0031) 44 g of ethylene oxide was reacted with a solution of 96 g of sodium metabisulfite to obtain a solution of sodium isethionate. The solution was then saturated with ammonia to about 25% and placed in a one liter autoclave and heated to 250 C. for 2 hours. After complete removal of ammonia from the solution, sulfur dioxide was bubbled in to neutralize the basic solution to pH 5-6. After concentrating and cooling, 110 g of crystalline taurine was obtained by filtration. (0032) To the mother liquor was then added 40 g of ethylene oxide, followed by 500 mL of ammonium hydroxide (28%). After 2 hours at 250 C., evaporation and neutralization with sulfur dioxide, 108 g of taurine was obtained from the reaction solution. (0033) Recrystallization from deionized water yields taurine of pharmaceutical grade.

	With sulfur dioxide;pH 6;	Getting 500 ml of a 46% sodium taurate solution in a reaction bottle; slowly introducing SO2 into the sodium taurate solution under stirring until the PH value of the solution reaches 6.0; cooling the solution to the room temperature and filtering the solution to obtain crude taurine; placing the filtrate into the reaction bottle and slowly introducing ethylene oxide into the filtrate under stirring at 78 C. (wherein the ratio of the amounts of sodium taurate to ethylene oxide in the solution is 1:1) until the reaction is terminated (which can be determined by iodine drops); adding 1010 g of NH3.H2O to the reaction solution; heating the mixture of the reaction solution and NH3.H2O in a high pressure reactor until the temperature reaches 255 C. and the pressure reaches 4.15 MPa; keeping the reaction for 1.5 hour; cooling the mixture and moving the mixture out of the reactor and evaporating the mixture to get rid of ammonia to obtain sodium taurate solution. The result is shown as follows by weight percentage: [0042] crude taurine: amount: 249 g; [0043] the content of taurine: 86.34%; and [0044] the content of SO32-: 4.31%; and [0045] sodium taurate solution: amount: 720 g; [0046] the content of sodium taurate (corresponding to taurine): 39.16%; and [0047] the content of sodium hydroxyethyl sulfonate: 50.15%.
	With sulfur dioxide; In water;pH 6;	Getting 500 ml of a 46% sodium taurate solution in a reaction bottle; slowly introducing SO2 into the sodium taurate solution under stirring until the PH value of the solution reaches 6.0; cooling the solution to the room temperature and filtering the solution to obtain crude taurine; placing the filtrate into the reaction bottle and slowly introducing ethylene oxide into the filtrate under stirring at 78C (wherein the ratio of the amounts of sodium taurate to ethylene oxide in the solution is 1:1) until the reaction is terminated (which can be determined by iodine drops); adding 1010g of NH3?H2O to the reaction solution; heating the mixture of the reaction solution and NH3?H2O in a high pressure reactor until the temperature reaches 255C and the pressure reaches 4.15MPa; keeping the reaction for 1.5 hour; cooling the mixture and moving the mixture out of the reactor and evaporating the mixture to get rid of ammonia to obtain sodium taurate solution. The result is shown as follows by weight percentage: crude taurine: amount: 249g;the content of taurine: 86.34% ; and the content of SO32-: 4.31%; and sodium taurate solution: amount: 720g; the content of sodium taurate (corresponding to taurine): 39.16%; and the content of sodium hydroxyethyl sulfonate: 50.15%.
	With sulfur dioxide; water;pH 4.5;	To 500 mL solution of the mother liquor, consisting of 1.05 mole of regenerated sodium bisulfite and 0.14 mole of taurinates (including taurine, sodium ditaurinate, and sodium tritaurinate), is added 44 g of ethylene oxide (1.0 mole) at 40-50 C. to form a solution of sodium isethionate, followed by addition of 180 g of gaseous ammonia and 15 g of 30% sodium hydroxide. The solution is placed in an autoclave and heated to 260 C. for 2 hours under autogenous pressure. After removal of ammonia, sulfur dioxide is blowing in to pH 4.5 to obtain a crystalline suspension of taurine. After filtration to obtain the first batch of taurine, the mother liquor is concentrated and cooled to obtain a second batch of taurine for a total of 119 g in a yield of 95%.

Reference： [1]Patent: US10604478,2020,B1 .Location in patent: Page/Page column 10-11
[2]Patent: CN109485586,2019,A .Location in patent: Paragraph 0045; 0046; 0048; 0050; 0052
[3]Patent: US8609890,2013,B1 .Location in patent: Page/Page column 4
[4]Patent: US2014/121405,2014,A1 .Location in patent: Paragraph 0041-0047
[5]Patent: EP2754652,2014,A1 .Location in patent: Paragraph 0023
[6]Patent: US9061976,2015,B1 .Location in patent: Page/Page column 4

50
[ 107-35-7 ]
[ 518-05-8 ]
[ 1313030-17-9 ]

Yield	Reaction Conditions	Operation in experiment
83%	With potassium hydroxide; In water; at 146℃; for 3h;	a) N-(2-Sulfoethyl)-naphthalene-1,8-dicarboxylic acid imide, potassium salt 2.11 g (32.0 mmol) 85% KOH was dissolved in a solution of 5.01 g (40.0 mmol) 2-aminoethylsulfonic acid in 120 ml water. 1.98 g (10.0 mmol) 1,8-naphthaliene dicarboxylic acid was added to the solution. The solution was heated to 146 C. in a Roth reactor and stirred 3 hours at that temperature. The reactor was released after cooling to room temperature. The reaction mixture was filtrated. The residue was washed with a little water and dried. 2.84 g (83% of the theoretical yield) almost colorless solid were received. 1H-NMR (D2O, 360 MHz): delta [ppm]=8.06 (mc, 4 H), 7.56 (mc, 2 H), 4.23 (t, 2 H), 3.16 (t, 2 H).

Reference： [1]Patent: US8618297,2013,B2 .Location in patent: Page/Page column 39

51
[ 107-35-7 ]
[ 61-68-7 ]
[ 1191073-68-3 ]

Yield	Reaction Conditions	Operation in experiment
	With dicyclohexyl-carbodiimide; In pyridine; water; at 4℃; for 7h;	The synthesis of MFA-AMP, MFA-Gly, MFA-NAC, and MFA-Tau wascarried out with a solution consisting of 110 mg N,N9-dicyclohexylcarbodiimidein 0.4 ml pyridine (Ikegawa et al., 1999; Horng and Benet, 2013). Briefly, an N,N9-dicyclohexylcarbodiimide solution was added to a solution containing MFA(0.49 mmol), and either AMP, Gly, Tau, or NAC (0.49 mmol) separately in 75%pyridine/25% water. The reaction mixture was stirred at 4C for 7 hours and thencentrifuged at 3000g for 5 minutes to remove any N-acylurea derivatives. Thesupernatant was transferred to another culture tube for precipitation by theaddition of acetone (10 ml). The resulting precipitate was isolated by centrifugationat 3000g for 5 minutes followed by further washes with acetone (10 10 ml) and acidified water (pH 4-5) (10 10 ml). For MFA-AMP, theprecipitate was dissolved in 0.1 M potassium phosphate buffer (pH 6) andunderwent continued liquid-liquid washes with ethyl acetate (10 10 ml).Following precipitation via 1 M HCl, the MFA-AMP was further washed withacetone (10 10 ml). The MFA-AMP precipitate was -down to dryness usingN2 gas and weighed out for preparation of a 1 mM MFA-AMP solution inDMSO. For MFA-Gly, MFA-NAC, and MFA-Tau, the initial acetone-derivedprecipitate was dissolved in DMSO and subjected to purification via HPLC/UVmassspectrometry. The correct HPLC eluent fractions, as determined byUV-MS, of each acyl-linked metabolite were collected, blown down to dryness,weighed, and then prepared as 1-mM solutions in DMSO. MFA-AMP eluted ata retention time of 7.6 minutes and showed no impurities when analyzed byHPLC/UV (wavelengths: 220, 254, 262, and 280 nm) and LC-MS via reversephasegradient elution (as described above), and 1H-NMR (Horng and Benet,2013). LC-MS/MS analysis of MFA-AMP revealed collision-induced dissociation(CID) of MH+ ion at m/z 571, m/z (%) yielded: m/z 224 ([M + H - AMP]+,100%), m/z 207 ([M + H - 364]+, 25%), and m/z 136 ([M + H - adenine]+, 28%).MFA-Gly eluted at a retention time of 8.7 minutes (Fig. 2C) and showed noimpurities when analyzed by HPLC/UV (wavelengths: 220, 254, 262, and 280nm) and LC-MS via reverse-phase gradient elution (as described above). LC-MS/MS analysis of MFA-Gly (CID of MH+ ion at m/z 299), m/z (%): m/z 224 ([M +H - Gly]+, 99%), m/z 209 ([M + H - 90]+, 20%), m/z 180 ([M + H - 119]+,18%), m/z 152 ([M + H - 147]+, 4%), m/z 127 ([M + H - 172]+, 2%), m/z 77([Gly + H]+, 1%) (Fig. 2, A and B). MFA-Tau eluted at a retention time of 9.1minutes (Fig. 3C) and showed no impurities when analyzed by HPLC/UV(wavelengths: 220, 254, 262, and 280 nm) and LC-MS via reverse-phasegradient elution (as described above). LC-MS/MS analysis of MFA-Tau (CID ofMH+ ion at m/z 349), m/z (%): m/z 332 ([M + H - H2O]+, 10%), m/z 224 ([M +H - Tau]+, 99%), m/z 209 ([M + H - 140]+, 25%), m/z 180 ([M + H - 169]+,16%), m/z 152 ([M + H - 197]+, 4%), and m/z 126 ([Tau + H+]+, 2%) (Fig. 3, Aand B). MFA-NAC eluted at a retention time of 9.3 minutes (Fig. 4C) andshowed no impurities when analyzed by HPLC/UV (wavelengths: 220, 254, 262,and 280 nm) and LC-MS via reverse-phase gradient elution (as described above).LC-MS/MS analysis of MFA-NAC (CID of MH+ ion at m/z 387), m/z (%): m/z309 ([M + H - 78]+, 30%), m/z 224 ([M + H - NAC]+, 99%), m/z 209 ([M + H -178]+, 18%), m/z 180 ([M + H - 207]+, 13%), and m/z 165 ([NAC + H]+, 3%)(Fig. 4, A and B).

Reference： [1]Drug Metabolism and Disposition,2013,vol. 41,p. 1923 - 1933

52
[ 107-35-7 ]
[ 1562-00-1 ]

Yield	Reaction Conditions	Operation in experiment
	With oxirane at 78℃;	3 EMBODIMENT 3 Getting 500 ml of a 46% sodium taurate solution in a reaction bottle; slowly introducing SO2 into the sodium taurate solution under stirring until the PH value of the solution reaches 6.0; cooling the solution to the room temperature and filtering the solution to obtain crude taurine; placing the filtrate into the reaction bottle and slowly introducing ethylene oxide into the filtrate under stirring at 78°C (wherein the ratio of the amounts of sodium taurate to ethylene oxide in the solution is 1:1) until the reaction is terminated (which can be determined by iodine drops); adding 1010g of NH3•H2O to the reaction solution; heating the mixture of the reaction solution and NH3•H2O in a high pressure reactor until the temperature reaches 255°C and the pressure reaches 4.15MPa; keeping the reaction for 1.5 hour; cooling the mixture and moving the mixture out of the reactor and evaporating the mixture to get rid of ammonia to obtain sodium taurate solution. The result is shown as follows by weight percentage: crude taurine: amount: 249g;the content of taurine: 86.34% ; and the content of SO32-: 4.31%; and sodium taurate solution: amount: 720g; the content of sodium taurate (corresponding to taurine): 39.16%; and the content of sodium hydroxyethyl sulfonate: 50.15%.

Reference： [1]Current Patent Assignee: QIANJIANG YONGAN PHARMACEUTICAL CO., LTD. - EP2754652, 2014, A1 Location in patent: Paragraph 0023

53
[ 10257-32-6 ]
[ 107-35-7 ]
N-(D-ribopyranosyl)taurine sodium salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%		General procedure: Sodium methoxide (28 % in methanol, 2.23 g, 11.6 mmol) was added to <strong>[107-35-7]taurine</strong> (1.38 g, 11.0 mmol) in methanol (20 mL) and sonicated for a few minutes. To the resulting solution, D-glucose (1.80 g, 10.0 mmol) in methanol (20 mL) was added, sonicated for a few minutes, and stirred at 43 C for 24 h in an oil bath. After the reaction completion, absolute ethanol (approximately 40 mL) was added dropwise at 0 C with vigorous stirring until the precipitation stopped. The precipitate was filtered, washed with absolute ethanol, and dried in a vacuum desiccator. The reactions of other carbohydrates (D-galactose, D-xylose, D-arabinose, D-ribose, and D-lyxose) with <strong>[107-35-7]taurine</strong> were also carried out in the similar manner. The reaction conditions and purification methods are listed in Table 1.
	With sodium methylate; In methanol; at 20℃; for 48h;Inert atmosphere; Sonication;	Under argon 20 mL of methanol in <strong>[107-35-7]taurine</strong> 1.3767g (11.00 mmol) of sodium methoxide and 2.2283g (28% in MeOH, 11.55 mmol) and the mixture was dissolved by sonication after ribose (ribose) 1.5013g (10.00 mmol) and the mixture sonicated to dissolved.Then, the reaction was carried out for 48 hours with stirring at room temperature.After the reaction was over, stirring rapidly in an ice bath and the precipitate generated sikyeotgo dropwise absolute ethanol grade, was put continued until no more precipitation is not generated.If the precipitation is to occur, stop the dropping rapidly filtered salt of <strong>[107-35-7]taurine</strong> derivativeN- (Dand then obtaining a -ribopyranosyl) <strong>[107-35-7]taurine</strong>, it was removed as residual impurities (methanol and ethanol), a vacuum pump.

Reference： [1]Bulletin of the Korean Chemical Society,2014,vol. 35,p. 1863 - 1866
[2]Patent: KR2015/1340,2015,A .Location in patent: Paragraph 0149-0151

54
[ 87-72-9 ]
[ 107-35-7 ]
N-(D-lyxopyranosyl)taurine sodium salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%		General procedure: Sodium methoxide (28 % in methanol, 2.23 g, 11.6 mmol) was added to <strong>[107-35-7]taurine</strong> (1.38 g, 11.0 mmol) in methanol (20 mL) and sonicated for a few minutes. To the resulting solution, D-glucose (1.80 g, 10.0 mmol) in methanol (20 mL) was added, sonicated for a few minutes, and stirred at 43 C for 24 h in an oil bath. After the reaction completion, absolute ethanol (approximately 40 mL) was added dropwise at 0 C with vigorous stirring until the precipitation stopped. The precipitate was filtered, washed with absolute ethanol, and dried in a vacuum desiccator. The reactions of other carbohydrates (D-galactose, D-xylose, D-arabinose, D-ribose, and D-lyxose) with <strong>[107-35-7]taurine</strong> were also carried out in the similar manner. The reaction conditions and purification methods are listed in Table 1.
	With sodium methylate; In methanol; at 20℃; for 23h;Inert atmosphere; Sonication;	Under argon 20 mL HPLC grade methanol in <strong>[107-35-7]taurine</strong> 1.3767g (11.00 mmol) of sodium methoxide and 2.2283g (28% in MeOH, 11.55 mmol) and the mixture was dissolved by ultrasonic treatment and then rigs source (lyxose) 1.5013g (10.00 mmol) of put dissolved by ultrasonic treatment.Then, the reaction was carried out for 23 hours with stirring at room temperature.After the reaction was over, stirring rapidly in an ice bath sikyeotgo generate a precipitate of absolute ethanol was added dropwise grade, was put further continued at least until the precipitate does not occur.If the precipitation is to occur, stop the dropping rapidly filtered salt of <strong>[107-35-7]taurine</strong> derivativeN- (Dand then obtaining a -lyxopyranosyl) <strong>[107-35-7]taurine</strong>, it was removed as residual impurities (methanol and ethanol), a vacuum pump.

Reference： [1]Bulletin of the Korean Chemical Society,2014,vol. 35,p. 1863 - 1866
[2]Patent: KR2015/1340,2015,A .Location in patent: Paragraph 0157-0159

55
[ 2280-44-6 ]
[ 107-35-7 ]
N-(β-D-glucopyranosyl)taurine sodium salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%		Sodium methoxide (28 % in methanol, 2.23 g, 11.6 mmol) was added to <strong>[107-35-7]taurine</strong> (1.38 g, 11.0 mmol) in methanol (20 mL) and sonicated for a few minutes. To the resulting solution, D-glucose (1.80 g, 10.0 mmol) in methanol (20 mL) was added, sonicated for a few minutes, and stirred at 43 C for 24 h in an oil bath. After the reaction completion, absolute ethanol (approximately 40 mL) was added dropwise at 0 C with vigorous stirring until the precipitation stopped. The precipitate was filtered, washed with absolute ethanol, and dried in a vacuum desiccator. The reactions of other carbohydrates (D-galactose, D-xylose, D-arabinose, D-ribose, and D-lyxose) with <strong>[107-35-7]taurine</strong> were also carried out in the similar manner. The reaction conditions and purification methods are listed in Table 1.

Reference： [1]Bulletin of the Korean Chemical Society,2014,vol. 35,p. 1863 - 1866

56
[ 10257-28-0 ]
[ 107-35-7 ]
N-(β-D-galactopyranosyl)taurine sodium salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%		General procedure: Sodium methoxide (28 % in methanol, 2.23 g, 11.6 mmol) was added to <strong>[107-35-7]taurine</strong> (1.38 g, 11.0 mmol) in methanol (20 mL) and sonicated for a few minutes. To the resulting solution, D-glucose (1.80 g, 10.0 mmol) in methanol (20 mL) was added, sonicated for a few minutes, and stirred at 43 C for 24 h in an oil bath. After the reaction completion, absolute ethanol (approximately 40 mL) was added dropwise at 0 C with vigorous stirring until the precipitation stopped. The precipitate was filtered, washed with absolute ethanol, and dried in a vacuum desiccator. The reactions of other carbohydrates (D-galactose, D-xylose, D-arabinose, D-ribose, and D-lyxose) with <strong>[107-35-7]taurine</strong> were also carried out in the similar manner. The reaction conditions and purification methods are listed in Table 1.

Reference： [1]Bulletin of the Korean Chemical Society,2014,vol. 35,p. 1863 - 1866

57
[ 87-72-9 ]
[ 107-35-7 ]
N-(β-D-xylopyranosyl)taurine sodium salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%		General procedure: Sodium methoxide (28 % in methanol, 2.23 g, 11.6 mmol) was added to <strong>[107-35-7]taurine</strong> (1.38 g, 11.0 mmol) in methanol (20 mL) and sonicated for a few minutes. To the resulting solution, D-glucose (1.80 g, 10.0 mmol) in methanol (20 mL) was added, sonicated for a few minutes, and stirred at 43 C for 24 h in an oil bath. After the reaction completion, absolute ethanol (approximately 40 mL) was added dropwise at 0 C with vigorous stirring until the precipitation stopped. The precipitate was filtered, washed with absolute ethanol, and dried in a vacuum desiccator. The reactions of other carbohydrates (D-galactose, D-xylose, D-arabinose, D-ribose, and D-lyxose) with <strong>[107-35-7]taurine</strong> were also carried out in the similar manner. The reaction conditions and purification methods are listed in Table 1.

Reference： [1]Bulletin of the Korean Chemical Society,2014,vol. 35,p. 1863 - 1866

58
[ 107-35-7 ]
bismuth 5,10,15-tris(pentafluorophenyl)corrole [ No CAS ]
5,10,15-tris-{4-[(2-sulfoethyl)amino]-2,3,5,6-tetrafluorophenyl}corrole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	With sodium hydride; In dimethyl sulfoxide; mineral oil; at 100℃;	Bismuth corrole 1 (0.035 g, 43.9 mumol) was dissolved in DMSO(1.5 mL), <strong>[107-35-7]taurine</strong> (0.087 g, 690 mumol), and NaH (60% suspension inmineral oil, 0.035 g, 0.86 mmol) were added and the mixture wasstirred for 2 h at 100 C. After addition and removal of H2O (2 mL),silica gel chromatography was performed (MeOH-CHCl3, 2:3).The fluorescent bands were collected, evaporated to dryness, dispersedin H2O (20 mL) and extracted with CHCl3 (2 × 20 mL). Removalof the solvent under reduced pressure afforded 2j; yield:0.017 g (15.3 mumol, 89%); dark green solid; mp > 400 C (dec.).1H NMR (500 MHz, CD3OD, 30 C): delta = 9.06-9.05 (m, 2 H, Hbeta),8.83-8.80 (m, 2 H, Hbeta), 8.63-8.58 (m, 2 H, Hbeta), 8.54-8.51 (m, 2 H,Hbeta), 4.13-4.11 (m, 6 H, CH2), 3.34-3.31 (m, 6 H, CH2).13C NMR (176.1 MHz, CD3OD, 30 C): delta =125.4 (CH), 123.6(CH), 117.9 (CH), 113.3 (CH), 39.5 (CH), 46.7 (CH), 46.0 (CH).19F NMR (282.4 MHz, CD3OD, 30 C): delta = -143.78 (m, 2 F, Fo),-144.39 (m, 4 F, Fo) -162.41 (m, 2 F, Fm), -162.69 (m, 1 F, Fm),-165.62 (m, 2 F, Fm), -165.95 (m, 1 F, Fm).MS (ESI+): m/z calcd for C43H29F12N7O9S3: 554.54 [M - 2 H]2-,369.36 [M - 3 H]3-; found: 554.76 [M - 2 H]2-, 369.67 [M - 3 H]3-.UV/Vis (buffer solution pH 7): lambdamax = 415, 586, 614 nm.

Reference： [1]Synthesis,2014,vol. 46,p. 3085 - 3096

59
[ 107-35-7 ]
[ 78667-04-6 ]
C₁₇H₂₇N₇O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; sodium hydroxide; In water; for 49h;Reflux;	2-(Chloromethyl)-l-methylimidazole hydrochloride (2.51 g, 15 mM) and taurine (0.6 g, 5 mM) were suspended in 25 mL distilled water. To this solution, N,N-diisopropylethylamine (1.94 g, 15 mM) and NaOH (1 g, 25 mM) both in 10 mL H2O were slowly added in sequence during 1 h at room temperature. Then, the reaction mixture was refluxed and stirred continuously for 48 h in the dark. After cooling to room temperature, the resulting red solution was washed with CHCl3 (25 mL) three times. The pH of the aqueous phase was adjusted to 6 by addition of 1 M HCl. The solvent was removed by evaporation, and then the resulting oil was dissolved in 90 mL anhydrous ethanol and filtered to remove insoluble substance. Solvent removal under vacuum afforded the crude product as a brown oil. The purification of L1 has not been successful so far even tried many times, so the crude product of L1 was directly used to react with Cu2+ by one-pot synthetic method as follows.

Reference： [1]Journal of Coordination Chemistry,2015,vol. 68,p. 2307 - 2323

60
[ 3039-83-6 ]
[ 107-35-7 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium hydroxide; sodium hydroxide; In water; at 220℃; under 105011.0 Torr; for 2h;	EXAMPLE 3 [0040] Ethionic acid, 206 g, is diluted with 800 mL of deionized water containing 80 g of sodium sulfate. About 120 g of calcium hydroxide is added slowly to bring a pH to 7-8 while the temperature is controlled at 35-50 C., then to a pH of 10-11 while the temperature is raised to 70-80 C. from the heat of neutralization. The temperature of the slurry is maintained at 70-80 C. for about 1 hour and lowed to 50 C. Dilute sulfuric acid is used to adjust the pH of the slurry to 7-8. The formed sodium vinyl sulfonate is freed from the precipitated calcium sulfate by filtration and is obtained as a clear and virtually colorless solution. [0041] To the aqueous solution of sodium vinyl sulfonate, placed in a 2L autoclave, is saturated with ammonia to about 25%, and is added 2 g of sodium hydroxide. The ammonolysis reaction is carried out at 220 C. under the autogenous pressure of about 140 bar for 2 hours. HPLC analysis indicates the formation of 95 g of taurine in the solution. After removal of excess ammonia, sulfuric acid is used to neutralize the alkaline solution to a pH of 5-6 to yield a mixture of taurine and sodium sulfate. [0042] It will be understood that the foregoing examples, explanation, drawings are for illustrative purposes only and that in view of the instant disclosure various modifications of the present invention will be self-evident to those skilled in the art and are to be included within the spirit and purview of this application and the scope of the appended claims.
	With ammonia; sodium hydroxide; at 220℃; under 105011.0 Torr; for 2h;Autoclave;	To the aqueous solution of sodium vinyl sulfonate, placedin a 2 E autoclave, is saturated with ammonia to about 25%,and is added 2 g of sodium hydroxide. The ammonolysis60 reaction is carried out at 220 C. under the autogenous pressure of about 140 bar for 2 hours. HPEC analysis indicates theformation of 95 g of taurine in the solution. Afier removal ofexcess ammonia, sulfuric acid is used to neutralize the alkaline solution to a pH of 5-6 to yield a mixture of taurine and65 sodium sulfate.

Reference： [1]Patent: US2015/210633,2015,A1 .Location in patent: Paragraph 0040-0041
[2]Patent: US9108907,2015,B1 .Location in patent: Page/Page column 6

61
[ 926-39-6 ]
[ 141-43-5 ]
[ 107-35-7 ]

Yield	Reaction Conditions	Operation in experiment
85%	With ammonium sulfate; sulfuric acid; ammonium sulfite monohydrate; In water; at 110℃; for 24h;pH 6.2 - 7.2;Autoclave;	10047] Into a one-liter autoclave equipped with a stirrer were charged 251 g of ammonium sulfite monohydrate, 40 g of ammonium sulfate, 15.3 g of MEA, and 300 mE of water. Afier the pH of the solution was adjusted to 7.2 with 6 N sulfuric acid, 106.7 g of AES was added. Afier the reaction was carried out at 110° C. under autogenous pressure for 24 hours, the pH was found to be 6.2.10048] HPEC analysis showed that the solution contains 79 g of taurine (85percent theoretical yield), 1.4 g ofunchangedAES (1.3percent), and 22.2 g of MEA.

Reference： [1]Patent: US2015/183731,2015,A1 .Location in patent: Paragraph 0047; 0048

62
[ 926-39-6 ]
[ 111-42-2 ]
[ 107-35-7 ]

Yield	Reaction Conditions	Operation in experiment
78 g	With ammonium sulfate; sulfuric acid; ammonium sulfite monohydrate; In water; at 110℃; for 24h;pH 6.2 - 7.2;Autoclave;	10047] Into a one-liter autoclave equipped with a stirrer were charged 251 g of ammonium sulfite monohydrate, 40 g of ammonium sulfate, 15.3 g of MEA, and 300 mE of water. Afier the pH of the solution was adjusted to 7.2 with 6 N sulfuric acid, 106.7 g of AES was added. Afier the reaction was carried out at 110° C. under autogenous pressure for 24 hours, the pH was found to be 6.2.10048] HPEC analysis showed that the solution contains 79 g of taurine (85percent theoretical yield), 1.4 g ofunchangedAES (1.3percent), and 22.2 g of MEA.10049] The reaction was carried the same as in Example 2,except diethanolamine was used in place of MEA.10050] HPEC analysis showed the reaction mixture contains 78 g of taurine (83percent yield), 2.5 g of unchanged AES(5.5percent), and 5.3 g (11.6percent) of MEA.

Reference： [1]Patent: US2015/183731,2015,A1 .Location in patent: Paragraph 0047; 0048 0049; 0050

63
[ 107-35-7 ]
[ 74214-63-4 ]
stolonine C [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%		To a solution of <strong>[107-35-7]taurine</strong> (5 mg, 0.040 mmol) in dry DMF (1 mL) was added HOBt (13.5 mg, 0.1 mmol) and the reaction mixture was stirred for 15 min at rt. The reaction mixture was then cooled to 0 C, EDCI (19 mg, 0.099 mmol) was added and continued stirring for 30 min at 0 C. To this mixture was then added 10 (8 mg, 0.038 mmol) and the mixture was stirred for 16 h at rt. The crude product was concentrated in vacuo and separated by RP-HPLC (MeOH, H2O, 0.1% TFA) to obtain the synthetic stolonine C (4.8 mg, 40%); IR (film) numax 3419, 1683, 1198 and 1034 cm-1; 1H (600 MHz, DMSO-d6) and 13C (150 MHz, DMSO-d6) NMR data are summarized in Table 5; (-)-HRESIMS m/z 318.0556 [M - H]- (calcd for [C14H12N3O4S]-, 318.0554, Delta 0.6 ppm).

Reference： [1]Marine Drugs,2015,vol. 13,p. 4556 - 4576

64
[ 107-35-7 ]
3-indoleglyoxylic acid [ No CAS ]
stolonine A [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
64%		To a solution of <strong>[107-35-7]taurine</strong> (12 mg, 0.096 mmol) in dry DMF (1 mL) was added HOBt (26 mg, 0.193 mmol) and the reaction mixture was stirred for 15 min at rt. The reaction mixture was then cooled to 0 C, EDCI (37 mg, 0.193 mmol) was added and continued stirring for 30 min at 0 C. To this mixture was then added 3-indoleglyoxylic acid (6, 18 mg, 0.095 mmol) and the mixture was stirred for 21 h at rt. The crude product was concentrated in vacuo and separated by RP-HPLC (MeOH, H2O, 0.1% TFA) to obtain the synthetic stolonine A (18 mg, 64%); IR (film) numax 3371, 1681, 1205, 1047, 802 and 749 cm-1; 1H (600 MHz, DMSO-d6) and 13C (150 MHz, DMSO-d6) NMR data are summarized in Table 5; (-)-HRESIMS m/z 295.0391 [M - H]- (calcd for [C12H11N2O5S]-, 295.0394, Delta -1.0 ppm).

Reference： [1]Marine Drugs,2015,vol. 13,p. 4556 - 4576

65
[ 93-10-7 ]
[ 107-35-7 ]
stolonine B [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%		To a solution of <strong>[107-35-7]taurine</strong> (13 mg, 0.104 mmol) in dry DMF (1 mL) was added HOBt (28 mg, 0.207 mmol) and the reaction mixture was stirred for 15 min at rt. The reaction mixture was then cooled to 0 C, EDCI (40 mg, 0.209 mmol) was added and continued stirring for 30 min at 0 C. To this mixture was then added compound 8 (18 mg, 0.104 mmol) and the mixture was stirred for 48 h at rt. The pure synthetic stolonine B was purified by RP-HPLC (MeOH, H2O, 0.1% TFA)to obtain 21.8 mg (75% yield); IR (film) numax 3383, 1677, 1201 and 1064 cm-1; 1H (600 MHz, DMSO-d6) and 13C (150 MHz, DMSO-d6) NMR data are summarized in Table 5; (-)-HRESIMS m/z 279.0446 [M - H]- (calcd for [C12H11N2O4S]-, 279.0445, Delta 0.4 ppm).

Reference： [1]Marine Drugs,2015,vol. 13,p. 4556 - 4576

66
[ 14441-90-8 ]
[ 107-35-7 ]
2-(5-phenylisoxazole-3-carboxamido)ethane-1-sulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
10%	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In water; N,N-dimethyl-formamide at 20℃; for 72h;	8.1 Step 1: 2-(5-phenylisoxazole-3-carboxamido)ethane-l-sulfonic acid: HOBt (2.56 g, 0.019 mol) was added to a solution of 2-aminoethane-l -sulfonic acid (2.97 g, 0.024 mol) and 5-phenylisoxazole-3-carboxylic acid (3.0 g, 0.016 mol) in DMF (150 mL) and water (25 mL), followed by EDC HCl (4.54 g, 0.024 mol). Then DIPEA (6.12 g, 0.047 mol) was added drop wise to the reaction mixture and stirred at room temperature for 72 h. Volatiles were removed under reduced pressure to afford crude compound, which was further purified by preparative HPLC to obtain the product (500 mg, 10%) as off white solid. NMR (400 MHz, D20): δ 7.81-7.79 (m, 2H), 7.52-7.51 (m, 3H), 6.94 (s, 1H), 3.73 (t, J=6.9 Hz, 2H), 3.17 (t, J=6.8 Hz, 2H), LC-MS: [M-H]"=295.1.

Reference： [1]Current Patent Assignee: YUMANITY THERAPEUTICS INC - WO2015/138934, 2015, A1 Location in patent: Paragraph 00165

67
[ 107-35-7 ]
gossypolone [ No CAS ]
C₃₄H₃₄N₂O₁₄S₂^(2-)*2Na⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%		The 2.2 equivalents of sodium hydroxide (88 mg, 2 . 2mmol) dissolved in 20 ml ethanol, by adding 2 equivalents of <strong>[107-35-7]taurine</strong> (250 mg, 2mmol), heating to 40 C, gets <strong>[107-35-7]taurine</strong> sodium, the cooling temperature to the room temperature, by adding 1 equivalent cotton and kapok alkone sample (546 mg, 1mmol), slow stirring, solution immediately turned red wine, the reaction room temperature for 1.5 hours, the temperature is increased to 40 C reaction and a half hours, board (thin-layer chromatographic plate TLC) detecting raw materials cotton and kapok alkone the reaction is complete (note cotton and kapok alkone should be slightly excessive, after treatment is convenient), filtered to obtain the solid powder, after washing several times with ethanol, then using a large number of ether wash until the filtrate to clarify. Drying solid, is arranged in the refrigerator lucifugous preservation, yield 75%.

Reference： [1]Patent: CN103265560,2016,B .Location in patent: Paragraph 0127

68
[ 107-35-7 ]
gossypolone [ No CAS ]
C₃₄H₃₄N₂O₁₄S₂^(2-)*2K⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%		Adding potassium hydroxide (224 mg, 4mmol) dissolved in 20 ml ethanol, adding <strong>[107-35-7]taurine</strong> (125 mg, 1mmol), heating to 40 C, gets <strong>[107-35-7]taurine</strong> potassium, the cooling temperature to the room temperature, adding cotton and kapok alkone sample (546 mg, 1mmol), slow stirring, room temperature reaction 1-3 hours later, the temperature is increased to 40 C reaction and a half hours, the raw materials of detecting boardcotton and kapok alkone the reaction is complete (note cotton and kapok alkone should be slightly excessive, after treatment is convenient), filtered to obtain the solid powder, after washing several times with ethanol, then using a large number of ether wash until the filtrate to clarify. Drying solid, is arranged in the refrigerator lucifugous preservation, the yield is 78%.

Reference： [1]Patent: CN103265560,2016,B .Location in patent: Paragraph 0135

69
[ 108-77-0 ]
[ 107-35-7 ]
[ 26585-57-9 ]
[ 87-02-5 ]
C₂₂H₁₆ClN₇O₁₃S₄^(4-)*4Na⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 1,3,5-trichloro-2,4,6-triazine; 7-amino-4-hydroxy-2-naphthalenesulfonic acid With 4-dimethylamino-benzaldehyde In ethanol; water at 0 - 5℃; for 2 - 3h; Cooling with ice; Stage #2: 2-Amino-5-methylbenzene-1,4-disulfonic acid With hydrogenchloride; sodium nitrite In ethanol; water at 0 - 5℃; for 2h; Cooling with ice; Stage #3: Tau Further stages;	1.1; 1.2; 1.3 Embodiment 1: Weighing 18.4g (0.1mol) of cyanuric chloride, 30 ml bottom water, 100g ice, 0.5gMF beating 20 min. Weighing 23.9g (0.1mol) J acid, 250 ml bottom water, using 30% liquid caustic soda adjustment of the pH to 6.5-7.0 dissolves clear, to three poly chlorine cyanogen fluid in dropwise, drop increases control pH to 2.0-3.0, temperature 0-5°C. Is omitted with saleratus adjusting pH=3.0-3.5, the temperature 0-5 °C reaction under 2-3h rear, using 4-dimethyl amino formaldehyde of detecting ethanol solution, micro-yellow is the endpoint, as soon as shrinks the fluid, spare. . Weighing 26.7g (0.1mol) 4-methylaniline -2,5-double-sulfonic acid, 30 ml bottom water, 90g ice to beating 20 min, control temperature 0-5°C. Beating is completed by adding 35g31% hydrochloric acid (containing HCl0.3mol), in 10 min in adds by drops 22.3g32% sodium nitrite solution (containing sodium nitrite 0.103mol), every 0.5h excess sodium nitrite is judged whether or not, that is, potassium iodide paper whether to display blue. Reaction 1.5h point control after 4-dimethyl amino formaldehyde of ethanol solution 5s nondiscoloration in, elimination of sodium nitrite spare; (3) coupling reaction In the above-mentioned diazo liquid 30-60min in as soon as adds to shrinks the fluid dripping in, is omitted, a small soda postpone assignment to pH 4.5-5.0 carry out coupling reaction, to control the temperature to 0-10°C, reaction 2h to a terminal point; (4) two reaction Weighing 25g (0.1mol) taurine in added to the liquid, the pH adjustment saleratus for 5.5-6.5, in the temperature 55-60 °C second compression reaction under 12h to end point after, drying the orange reactive dye compounds (I-1), in an aqueous solution of λ max = 480nm.

Reference： [1]Current Patent Assignee: ZHEJIANG LONGSHENG GROUP CO., LTD - CN105348853, 2016, A Location in patent: Paragraph 0046; 0047; 0050; 0051; 0052; 0053; 0054; 0055

70
[ 107-35-7 ]
[ 107-16-4 ]
sodium cyanoethyl taurine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98.6%	With sodium hydroxide; In water; at 20℃; for 2h;	The 147 g <strong>[107-35-7]taurine</strong> sodium (1 muM) is equipped with a stirrer, thermometer, dropping funnel in three-mouth flask, under stirring by the dropping funnel slowly dropping 50 wt % hydroxy acetonitrile aqueous solution 114 g (1 muM), keep the reaction temperature between 20 C, dropping time is 50 minutes, then thermal insulation reaction 70 minutes, the reaction liquid in the pressure reducing and rotary evaporation to remove the water, for 90 C drying 3 hours to obtain light yellow crystal cyanogen ethyl <strong>[107-35-7]taurine</strong> sodium 183 . 40 g, yield 98.6%.

Reference： [1]Patent: CN106187829,2016,A .Location in patent: Paragraph 0073; 0074

71
[ 107-35-7 ]
[ 33570-04-6 ]
C₁₉H₂₈N₂O₁₂S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
491 mg	In acetone; at 25℃; for 0.333333h;	The taurine was added to the stirred acetone solution containing the <strong>[33570-04-6]<strong>[33570-04-6]bilobalid</strong>e</strong> at 25 C After 20 minutes, the reaction mixture was evaporated under reduced pressure to give a yellow liquid which was then azeotropically distilled with isopropanol, The resulting cloudy, pale yellow oil was triturated with ether, dissolved in 70 C hot isopropanol, cooled, filtered and washed with 50 ml of isopropanol and dried in vacuo to afford 491 mg of a yellow crystalline solid in 89.44 %, Namely ginkgo biloba lactone. Wherein the amount of taurine 4mol (500 mg), <strong>[33570-04-6]<strong>[33570-04-6]bilobalid</strong>e</strong> consumption is 1mol (326 mg), the amount of acetone 1793 ml, the amount of ether 652 ml, hot isopropyl alcohol consumption is 978 ml.

Reference： [1]Patent: CN103880857,2016,B .Location in patent: Paragraph 0029-0031

72
[ 107-35-7 ]
[ 33628-48-7 ]
C₃₀H₄₉NO₈S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76.2%		To a solution of compound 2 (1500 mg, 3.147 mmol), in DMF (20 ml), was added DIPEA (1220mg, 9.44 mmol) and then HATU (1790 mg, 4.72 mmol). The mixture was stirred at 20 C for 30minutes, and then <strong>[107-35-7]taurine</strong> (591 mg, 4.72 mmol) was added. The solution was stirred at 20 C for16 h. LCMS analysis showed compound 2 was consumed, and the desire product was confirmed as the main peak (Rt=1.038, M-H=582.2). DMF was removed under oil pump. Water (15 ml)was added, the pH of the solution adjusted to 1 with 1 N HCl, followed by extraction with ethylacetate (3x30 ml). The organic layers were dried over Na2SO4, filtered, concentrated andpurified by Biotage (12 g silica column, eluted from ethyl acetate to EA/MeOH 1:1) to give compound 3 (1.4 g, 76.2%) as a light-yellow solid. Compound 3 was used to the next stepwithout further purification. HNMR (400MHz, MeOD) delta (ppm): 5.07 (m, 1H, C12-H), 4.67 (m, 1H, C3-H), 3.58 (t, 2H, -NCH2CH2SO3), 2.95 (t, 2H, -NCH2CH2SO3), 2.09 (s, 3H, -OCOCH3), 2.01 (s, 3H, -OCOCH3), 0.95 (s, 3H, 19-Me), 0.84 (d, 3H, 21-Me), 0.78 (s, 3H, 18-Me).

Reference： [1]Drug Metabolism and Disposition,2017,vol. 45,p. 721 - 733

73
[ 108-77-0 ]
[ 107-35-7 ]
[ 87-02-5 ]
[ 98-44-2 ]
C₂₁H₁₈ClN₇O₁₃S₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 7-amino-4-hydroxy-2-naphthalenesulfonic acid With sodium hydroxide In water at 0 - 15℃; Stage #2: 1,3,5-trichloro-2,4,6-triazine With sodium hydrogencarbonate In water at 0 - 5℃; for 1h; Stage #3: Tau; amino-benzene-1,4-disulfonic acid Further stages;	1.A; 1.B; 1.C; 1.D Example 1 A reactive yellow dye compound having the formula of formula (I-1) A, J Acid dissolution:Add 100g of water and 50g of ice into a 500ml beaker, put 43.7g of 86% J dry powder into the 500ml beaker, mix with 30% sodium hydroxide solution to adjust the pH value to 6.3-6.5, process control temperature 0-15 ,B, a shrink reaction:In 1000ml beaker add water 50g, ice 50g, into 98% cyanuric chloride 20.7g, stirring to dissolve, the control temperature 0 ~ 2 , the dropwise addition of J acid solution obtained in step A,Adding process control temperature 0 ~ 3 , after adding baking soda to maintain the pH of 1.8-2.2, stirring at 0 ~ 5 incubated for 1 hour to obtain a shrinking reaction solution;C, 2-amino-1,4-benzene disulfonic acid coupling(a) Diazo 2-amino-1,4-benzenedisulfonic acid: To a 500 ml beaker, 50 g of water and 100 g of ice were charged, and 98.5%28.3g of 2-amino-1,4-benzenedisulfonic acid was dissolved, and after stirring uniformly, 11.5g of 35% hydrochloric acid solution was added. After stirring, 7.9g of sodium nitrite with 96% of content was added, the temperature was controlled at 0-5 , pH ≤ 1.2, the reaction was stirred for 1.5 hours, the process requires KI test strips always color.(b) Coupling: After the diazo ending point is reached, the excess sodium nitrite is eliminated with sulfamic acid, and the resulting diazo liquid is addedInto a shrink solution obtained in step B, the pH was adjusted to 6.5-6.8 with baking soda, maintaining the temperature 0 ~ 5 , the reaction was stirred for 2.5 hours,The coupling solution was obtained.D, After the coupling end point, 14 g of 2-aminoethanesulfonic acid (namely, taurine) in an amount of 98% was charged to the step C to obtainOf the coupling solution, stir slowly warming to 40 , and adjusted with baking soda pH 4.0-5.0, the reaction was stirred a small incubation, Continue to heat up to 45 , and adjust the pH to 5.5-6.0 with baking soda, stirring incubated for 1 hour, continue to heat up to 50 , andWith baking soda pH was adjusted to 6.0-6.5, stirring incubated for 10 hours.E, adding hydrochloric acid to adjust the pH of the slurry obtained in Step D to 1.5-1.8, adding potassium chloride salting-out, filtering and drying to obtainThe reactive dye compound of formula (I-1), λmax = 480 nm

Reference： [1]Current Patent Assignee: ZHEJIANG LONGSHENG GROUP CO., LTD - CN105131646, 2017, B Location in patent: Paragraph 0025; 0026; 0027; 0028; 0029; 0030; 0031-0041

74
[ 107-35-7 ]
[ 1253736-45-6 ]
(3α-azido-7β-hydroxy-5β-cholan-24-oyl)-2-aminoethanesulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%		To a solution of 3-azido-7-hydroxy-5-cholanoate (500 mg, 1.19 mmol) in anhydrous THF(5 mL) stirred at 0 C were added triethylamine (0.18 mL, 1.3 mmol) and ethyl chloroformate (0.13 mL,1.3 mmol). After 2 h at room temperature a solution of <strong>[107-35-7]taurine</strong> (136 mg, 1.3 mmol) in NaOH/H2O(1 mL, 1.43 mmol) was added. The reaction mixture was stirred at room temperature overnight andthen acidified with 5% HCl to pH 1. After evaporation of THF, the mixture was diluted with waterand washed with EtOAc. The aqueous phase was extracted with n-butanol and the organic layer driedover anhydrous Na2SO4, filtered and concentrated under reduced pressure to gove the title compoundas an amorphous white solid, yield 80%; IR: nu(cm1) 3309 (O-H), 2931-2866 (C-H), 2090 (N3), 1648(C=O); 1H-NMR: delta= 7.72 (br s, 1H), 6.83-6.80 (m, 1H), 3.98-3.88 (m, 2H), 3.28-3.17 (m, 2H), 3.15-3.01(m, 2H), 2.68-2.75 (m, 1H), 2.57-2.48 (m, 2H), 2.08-0.93(m, 23H), 0.87 (s, 3H), 0.85 (d, J = 6.4 Hz, 3H),0.59 (s, 3H); 13C-NMR: delta= 171.9 (q), 69.0 (CH), 60.0 (q), 55.4 (CH), 54.5 (CH), 50.5 (CH2), 45.6 (CH2),42.9 (CH), 42.8 (q), 42.1 (CH), 40.0 (CH), 38.4 (CH), 37.2 (CH2), 35.4 (CH2), 34.8 (CH), 34.5 (CH2), 33.6(CH2), 32.5 (CH2), 31.4 (CH2), 28.0 (CH2), 26.6 (CH2), 26.0 (CH2), 23.1 (CH3), 20.7 (CH2), 18.4 (CH3),11.9 (CH3). MS (ESI, ES+) m/z: 547 (M + 23).

Reference： [1]Molecules,2017,vol. 22

75
[ 107-35-7 ]
C₉H₁₇O₃S^(1-)*Na⁽¹⁺⁾ [ No CAS ]
C₁₁H₂₃NO₆S₂^(2-)*2Na⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With sodium hydroxide; In water; at 80℃; for 4h;pH 9 - Ca. 10;	In a 100mL three-necked flask,Dissolve the first step product of sodium beta-heptyl vinyl sulfonate7.92 g (0.06 mol) of aminoethanesulfonic acid in 30 mL of water,Magnetic stirring,Add sodium hydroxide pH = 9 ~ 10,At 80 for 4h,Cool to room temperature,Add equal volume of ethanol stirring 1h,Suction filtration,The crude 1-heptyl-amine sodium ethanesulfonate,The crude product is recrystallized from 95% ethanol,Available pure,Yield 76%.

Reference： [1]Patent: CN107325026,2017,A .Location in patent: Paragraph 0022

76
[ 107-35-7 ]
C₁₁H₂₁O₃S^(1-)*Na⁽¹⁺⁾ [ No CAS ]
C₁₃H₂₇NO₆S₂^(2-)*2Na⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With sodium hydroxide; In water; at 80℃; for 4h;pH 9 - Ca. 10;	In a 100mL three-necked flask,The first step product, sodium beta-nonylsulfonate, was dissolved with 7.92 g(0.06 mol) of aminoethanesulfonic acid in 30 mL of water,Magnetic stirring,Add sodium hydroxide pH = 9 ~ 10,At 80 for 4h,Cool to room temperature,Add equal volume of ethanol stirring 1h,Suction filtration,The crude 1-nonyl-amine sodium ethanesulfonate,The crude product is recrystallized from 95% ethanol,Available pure,Yield 81%.

Reference： [1]Patent: CN107325026,2017,A .Location in patent: Paragraph 0025

77
[ 107-36-8 ]
[ 7347-25-3 ]
[ 107-35-7 ]
[ 1562-00-1 ]

Yield	Reaction Conditions	Operation in experiment
	In water; at 20℃;pH 5.5;	500 mL of aqueous sodium taurine solution with mass percent concentration of 46 wt % was added into a reaction bottle, and then isethionic acid was added slowly under stirring at room temperature until the pH reached to 5.5. The system was filtered to obtain 216 g of the crude product of taurine after the system temperature was dropped to 15 C. The filtrate was transferred into a reaction bottle, and then 1710 g of ammonia solution with mass percent concentration of 26.5% was mixed with the above filtrate. In autoclave, the reaction was carried out at 250 C. and 10 MPa pressure for 1 h. 697 g of sodium taurine solution was obtained after cooling, discharging and subsequently removing ammonia by evaporation. The content of taurine was determined by HPLC. The content of sodium isethionate was determined by Ion Chromatography. The results were shown in Table 1; wherein the percentages in the table all were mass percentage.

Reference： [1]Patent: US2018/208553,2018,A1 .Location in patent: Paragraph 0028

78
[ 107-35-7 ]
C₂₆H₂₈N₂O₁₀ [ No CAS ]
C₂₃H₂₅N₃O₁₀S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	With potassium hydroxide; In water; at -10 - 0℃; for 6h;	47.8 g (0.383 mol) of <strong>[107-35-7]taurine</strong> was dissolved in 90 mL of 25% (wt%) potassium hydroxide aqueous solution, and added dropwise to the reaction solution obtained in the step 1 at -5 to 0 C, and maintained at -10 C for 6 hours, and allowed to stand. The liquid was separated, and the aqueous phase was adjusted to pH 2-3 with concentrated hydrochloric acid. The mixture was concentrated under reduced pressure to an oil. The crystals were crystallized from 800 mL of methanol, filtered, and dried to yield 122.3 g, yield 96.0%, HPLC purity: 96.8%.

Reference： [1]Patent: CN108794356,2018,A .Location in patent: Paragraph 0028

79
[ 107-35-7 ]
4-((3-(allyloxy)-3-oxopropyl)(3-(tert-butoxy)-3-oxopropyl)amino)-4-oxobutanoic acid [ No CAS ]
2-(4-((3-(allyloxy)-3-oxopropyl)(3-(tert-butoxy)-3-oxopropyl)amino)-4-oxobutanamido)ethanesulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%		A mixture of compound 13 (1.3 g, 3.64 mmol) in THE (12 mL) and DSC (1.14 g,4.36 mmol) and DIEA (1 .84 mL, 10.91 mmol) was stirred for 5 h at RT. After this time,a solution of <strong>[107-35-7]taurine</strong> (718.75 mg, 5.46 mmol) in water (9 mL) was added and themedium was stirred at RT overnight. At that time, DSC (1.14 g, 4.36 mmol) and DIEA(1.84 mL, 10.91 mmol) were added and the medium was stirred at RT overnight. At this time, <strong>[107-35-7]taurine</strong> (2.4 g, 18.2 mmol) in water (5 mL) were added and the reaction medium was stirred for 1 h at RT then concentrated and purified by flash chromatography on 70 g of 018-grafted silica gel (gradient elution CH3CNIH2O) togive 1 .28 g of compound 14 (76%).RMN 1H (400 MHz, oe in ppm, DMSO-d6): 50/50 conformer mixture; 1.39 (5, 4.5 H);1 .40 (5, 4.5 H); 2.26 (t, J = 7.2 Hz, 2 H); 2.38 (t, J = 7.5 Hz, 1 H); 2.47 to 2.55(partially masked m, 6 H); 2.69 (t, J = 7.5 Hz, 1 H); 3.28 (m, 2 H); 3.40 (t, J = 7.5 Hz,1 H); 3.44 (t, J = 7.5 Hz, 1 H); 3.52 (t, J = 7.5 Hz, 1 H); 3.58 (t, J = 7.5 Hz, 1 H); 4.53(m, 1 H); 4.58 (m, 1 H); 5.19 to 5.35 (m, 2 H); 5.91 (m, 1 H); 7.70 (t large, J = 6.5 Hz,1 H).

Reference： [1]Patent: WO2018/206635,2018,A1 .Location in patent: Page/Page column 172

80
[ 107-35-7 ]
C₇₅H₈₅N₇O₁₅ [ No CAS ]
C₇₉H₉₅N₉O₁₉S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With N-ethyl-N,N-diisopropylamine; HATU; In dimethyl sulfoxide; at 20℃; for 0.666667h;	<strong>[107-35-7]Tau</strong>rine (12.85 mg, 102.7 mumol), DIPEA (26.4 mul, 19.9 mg, 154 mumol) and lastly HATU (39 mg, 102.7 mumol) were added to a solution of the compound 25 (34 mg, 25.7 mumol) in anhydrous DMSO (1275 mul). The solution was stirred at RT for 40 min. The progression of the reaction was monitored by LC-MS (gradient A). After this period, the reaction was complete. The solution was directly purified by preparative HPLC (gradient C) and resulted in the compound 26a (30 mg, 76%) identified as the desired compound. HRMS (ESI+): calculated for C79H97N9O19S2 [M+2H]2+, m/z 769.8171, found 769.8166. HPLC (gradient A) Tr=11.33 min.

Reference： [1]Patent: US2018/362549,2018,A1 .Location in patent: Paragraph 0083; 0222

81
[ 107-35-7 ]
C₅₇H₇₃N₇O₁₃ [ No CAS ]
C₆₁H₈₃N₉O₁₇S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With N-ethyl-N,N-diisopropylamine; HATU; In dimethyl sulfoxide; acetonitrile; at 20℃; for 2h;	In a 50 ml round-bottom flask the compound 34 (35.0 mg, 33 mumol) was dissolved in a mixture of DMSO (1 ml) and MeCN (4 ml) to give a colorless solution. DIPEA (34 mul, 197 mumol), <strong>[107-35-7]taurine</strong> (12.47 mg, 99 mumol) and HATU (25.8 mg, 65.8 mumol) were added to the reaction mixture in one go. The solution was stirred at RT for 2 h. The progression of the reaction was monitored by UPLC-MS (gradient I). After this period, the reaction was complete. The solution was directly purified by preparative HPLC (gradient K) and resulted in the compound 35a (31.7 mg, 75%) identified as the desired compound. HRMS (ESI+): calculated for C61H85N9O17S2 [M+2H]2+, m/z 639.7747, found 639.7747. UPLC-MS (gradient I) Rt=3.36 min.

Reference： [1]Patent: US2018/362549,2018,A1 .Location in patent: Paragraph 0086-0087; 0268

82
[ 107-35-7 ]
obeticholic acid [ No CAS ]
taurin-obeticholic acid conjugate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%		Add OBA (40g 0.095mol 1eq) to a 3L three-neck bottle.Add acetone (400ml),Stir and control the temperature between 0-10 C,Add HOBT (21.9 g 0.19 mol 2.0 eq),Add DCC (49g 0.24mol 2.5eq)And 4-dimethylaminopyridine (1.16g 0.95mmol 0.01eq),Stirred for 0.5-2h, TLC, 115 to disappear, to form reactive esters.An aqueous solution of <strong>[107-35-7]taurine</strong> (24 g of 0.192 mol of 2 eq) and triethylamine (20 g of 0.2 mol of 2 eq) were added to the reaction mixture.Continue to stir the solution for 2-5h, and add 6N HCl to adjust the pH of the reaction solution to 1-2.The reaction solution was stirred for 1-2 h, and the solvent was concentrated.The precipitate was filtered off with suction and the filtrate was extracted with tetrahydrofuran.After the organic phase is dried over anhydrous sodium sulfate,Spin at 40 C, get OBN (taurene).Mix the crude product with silica gel,The eluent was dichloromethane: methanol = 20:1.TLC monitoring, phosphomolybdic acid color development.The pure product was combined and dried to obtain OBN 26 g, yield: 52%.
52%		OBA (40 g 0.095 mol 1 eq) was added to a 3 L three-necked flask, acetone (400 ml) was added, stirred and the temperature was controlled between 0-10 C, HOBT (21.9 g 0.19 mol 2.0 eq) was added, and DCC (49 g) was added. 0.24 mol of 2.5 eq) and 4-dimethylaminopyridine (1.16 g of 0.95 mmol 0.01 eq), stirred for 0.5-2 h, TLC, 115 disappeared to give the active ester. An aqueous solution of <strong>[107-35-7]taurine</strong> (24 g 0.192 mol 2 eq) was added to the reaction solution and triethylamine (20g 0.2mol 2eq), continue to stir the solution for 2-5h, add 6N HCl to adjust the pH of the reaction solution to 1-2, stir the reaction solution for 1-2h, concentrate the solvent, filter the precipitate by suction, and extract the filtrate with tetrahydrofuran. The organic phase is dried over anhydrous sodium sulfate, and then dried at 40 C to obtain crude OBN (<strong>[107-35-7]taurine</strong> obeticholic acid).The crude product was mixed with silica gel and the eluent was dichloromethane: methanol = 20:1.TLC monitoring, phosphomolybdic acid color development. The pure product was combined and dried to obtain OBN 26 g, yield: 52%.
52%		Add OBA (40g 0.095mol 1eq) to a 3L three-neck bottle.Acetone (400 ml) was added, stirred and the temperature was controlled between 0-10 C, and HOBT (21.9 g 0.19 mol 2.0 eq) was added.Add DCC (49g 0.24mol 2.5eq) and4-dimethylaminopyridine (1.16g 0.95mmol 0.01eq),After stirring for 0.5-2 h, TLC, 115 disappeared to give an active ester.An aqueous solution of <strong>[107-35-7]taurine</strong> (24 g 0.192 mol 2 eq) was added to the reaction solution.Triethylamine (20g 0.2mol 2eq), continue to stir the solution for 2-5h,The pH of the reaction solution was adjusted to 1-2 by adding 6N HCl.The reaction solution was stirred for 1-2 h, the solvent was concentrated, and the precipitate was filtered.The filtrate was extracted with tetrahydrofuran, and the organic phase was dried over anhydrous sodium sulfate and then dried at 40 C to obtain crude OBN (tauron).Mix the crude product with silica gel,The eluent was dichloromethane: methanol = 20:1.TLC monitoring, phosphomolybdic acid color development.The pure product was combined and dried to obtain OBN 26 g, yield: 52%.

Reference： [1]Patent: CN109021056,2018,A .Location in patent: Paragraph 0025-0028
[2]Patent: CN109021054,2018,A .Location in patent: Paragraph 0025-0028
[3]Patent: CN109021055,2018,A .Location in patent: Paragraph 0025-0028

83
[ 944251-24-5 ]
[ 107-35-7 ]
1-azido-15-oxo-3,6,9,12-tetraoxa-16-azaoctadecane-18-sulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25℃;	1-Azido-15-oxo-3,6,9,12-tetraoxa-16-azaoctadecane-18-sulfonic acid (L6-2) To a solution of azido-PEG4-NHS (L6-1, 0.10 g, 0.26 mmol) in anhydrous DMF (4 mL) were added <strong>[107-35-7]taurine</strong> (39 mg, 0.31 mmol) and DIPEA (15 mg, 0.52 mmol). The mixture was stirred at 25 C. overnight. The mixture was filtered and the filtrate was purified by prep-HPLC (method A) to give compound LP6-2 (80 mg, 78% yield) as colorless oil. ESI m/z: 399.1 (M+H)+. 1H NMR (500 MHz, D2O) delta 3.69 (t, J=6.0 Hz, 2H), 3.64-3.59 (m, 14H), 3.49 (t, J=6.5 Hz, 2H), 3.41 (t, J=4.5 Hz, 2H), 3.00 (t, J=7.0 Hz, 2H), 2.45 (t, J=6.0 Hz, 2H) ppm.
78%	With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃;	To a solution of 2,5-dioxopyrrolidin-1-yl 1-azido-3,6,9,12-tetraoxapentadecan-15-oate (N3-PEG4-OSu, 0.10 g, 0.26 mmol) and <strong>[107-35-7]taurine</strong> (39 mg, 0.31 mmol) in anhydrous DMF (4 mL) was added DIPEA (15 mg, 0.52 mmol). The mixture was stirred at RT overnight. The reaction mixture was filtered and the solution was purified by prep-HPLC (method A) to give intermediate 105b (0.80 g, yield 78%) as colorless oil. ESI m/z: 399.1 (M + H)+.1H NMR (500 MHz, D2O) t 3.69 (t, J = 6.0 Hz, 2H), 3.64-3.59 (m, 14H), 3.49 (t, J = 6.5 Hz, 2H), 3.41 (t, J = 4.5 Hz, 2H), 3.00 (t, J = 7.0 Hz, 2H), 2.45 (t, J = 6.0 Hz, 2H) ppm.

Reference： [1]Patent: US2018/334426,2018,A1 .Location in patent: Paragraph 0568; 0569; 0574; 0575
[2]Patent: WO2019/217591,2019,A1 .Location in patent: Paragraph 0546; 0600; 0603

84
[ 107-35-7 ]
[ 216167-82-7 ]
2-(4-(2,6-di-tert-butyl-4-((2-((3,5-di-tert-butyl-4-hydroxyphenyl)thio)propan-2-yl)thio)phenoxy)-4-oxobutanamido)ethane-1-sulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; at 20℃;	4-(2,6-di-tert-butyl-4-((2-((3,5-di-tert-butyl-4-hydroxyphenyl))thio)propan-2-yl)) Thio)phenoxy)-4-oxobutanoic acid (1.37 g, 2.21 mmol), sulfuric acid (1.37 g, 11.055 mmol), DCC (0.68 g, 3.31 mmol) and DMAP (0.40 g, 3.31 mmol) To a mixed solution of THF (40 mL) and H 2 O (20 mL). The resulting reaction solution was stirred at room temperature, and the reaction was monitored by TLC. Concentrate under reduced pressure to remove excess organic solvent. (50 mL) and saturated brine (10 mL). Crude product chromatography Column (silica gel, EtOAc: PE = 1:50 to 1:20) to give the product 2-(4-(2,6-di-tert-butyl-4-((2-((3)5-di-tert-butyl) -4-hydroxyphenyl)thio)propan-2-yl)thio)phenoxy)-4-oxobutyramide)ethane-1-sulfonic acid (650 mg, yield 40%), White foamy solid.

Reference： [1]Patent: CN108299263,2018,A .Location in patent: Paragraph 0431; 0432; 0436; 0437; 0438

85
[ 107-35-7 ]
[ 24424-99-5 ]
tetrabutylammonium 2-((tert-butoxycarbonyl)amino)ethane-1-sulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
91%	With sodium hydroxide; In tetrahydrofuran; at 20℃; for 15h;	To a solution of 2-aminoethanesulfonic acid (10.00 mL, 79.91 mmol, 1.0 equiv) in THF (60 mL) and aqueous NaOH (2 M, 40 mL, 1.0 equiv) was added Boc2O (18.31 g, 83.90 mmol, 1.05 equiv). The mixture was stirred at room temperature for 15 h, at which point the mixture was extracted with EtOAc (10 mL). The aqueous phase was diluted with H2O (450 mL), treated with LiOH?H2O (3.35 g, 79.83 mmol, 1.0 equiv) and nBu4NHSO4 (27.13 g 79.90 mmol, 1.0 equiv) and stirred for 30 min. This mixture was extracted with DCM (3 x 80 mL), and the combined organic phases were dried and concentrated under reduced pressure to afford the desired product as a colorless oil (34.26 g, 91% yield).

Reference： [1]Patent: WO2019/212990,2019,A1 .Location in patent: Paragraph 00563

86
[ 107-35-7 ]
4‐(3‐bromo‐4‐fluorophenyl)‐3‐(4‐nitro‐1,2,5‐oxadiazol‐3‐yl)‐4,5‐dihydro‐1,2,4‐oxadiazol‐5‐one [ No CAS ]
sodium 2-((4-(4-(3-bromo-4-fluorophenyl)-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-1,2,5-oxadiazol-3-yl)amino)ethane-1-sulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With sodium hydroxide; In water; N,N-dimethyl-formamide; at 20℃;	Toa mixture of amine or hydroxylamine derivatives (128 mmol) and NaOH (3.8 g,96mmol) in DMF (50 mL) and H2O (10 mL) was added 4-(3-bromo- 4-fluorophenyl)-3-(4-nitro-1,2,5-oxadiazol-3-yl)-1,2,4-oxadiazol-5(4H)-one(12 g, 32 mmol) in DMF (30 mL). The reaction mixture was stirred at roomtemperature and the reaction progress was monitored by TLC. After fullconversion, the mixture was diluted with water and the solution was filtered togive product.

Reference： [1]Bioorganic and medicinal chemistry letters,2020

87
[ 107-35-7 ]
[ 2530-83-8 ]
C₈H₂₀NO₈SSi^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		A procedure similar to Compound 14 was used to prepare Compound 15. To a screw-top jar was added Taurine (2-Aminoethanesulfonic acid; H2NCH2CH2SO3H; MW=l25.2; 12.5 g; 0.10 mol), lithium hydroxide monohydrate (LiOHTTO; MW=4l.96; 4.2 g; 0.1 mol) and DI water (80 g). The solution was stirred at R.T. for 10 min to allow for complete dissolution. In a separate container was added (3-Glycidoxypropyl) trimethoxysilane (MW=236.3, 23.6 g; 0.1 mol) and MeOH (80 mL). The organic solution was then slowly added to the jar containing aqueous taurine solution. The resulting mixture was further stirred at R.T. for 2 days. Additional DI water (100 g) was then added to the jar and the solution was heated up to 50C for 4 hrs. Organic solvent was removed, yielding a final product as an aqueous silanol solution with about 25% solid.

Reference： [1]Patent: WO2020/79530,2020,A1 .Location in patent: Paragraph 00118-00119

88
[ 107-35-7 ]
[ 6283-74-5 ]
C₁₀H₁₅NO₁₀S [ No CAS ]

Reference： [1]Analytical Chemistry,2021,vol. 93,p. 5805 - 5814

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P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 107-35-7 ] {[proInfo.proName]}

Quality Control of [ 107-35-7 ]

Related Doc. of [ 107-35-7 ]

Product Details of [ 107-35-7 ]

Calculated chemistry of [ 107-35-7 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 107-35-7 ]

Application In Synthesis of [ 107-35-7 ]

[ 107-35-7 ] Synthesis Path-Upstream 1~7

[ 107-35-7 ] Synthesis Path-Downstream 1~88

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry