[ CAS No. 7365-45-9 ] {[proInfo.proName]}

Name: 7365-45-9|2-(4-(2-Hydroxyethyl)piperazin-1-yl)ethanesulfonic acid|97%
Brand: Ambeed
SKU: A318293
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Quality Control of [ 7365-45-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 7365-45-9 ]

SDS Specification

Alternatived Products of [ 7365-45-9 ]

Product Details of [ 7365-45-9 ]

CAS No. :	7365-45-9	MDL No. :	MFCD00006158
Formula :	C₈H₁₈N₂O₄S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	JKMHFZQWWAIEOD-UHFFFAOYSA-N
M.W :	238.30	Pubchem ID :	23831
Synonyms :		Chemical Name :	2-(4-(2-Hydroxyethyl)piperazin-1-yl)ethanesulfonic acid

Calculated chemistry of [ 7365-45-9 ] Expand+

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	5
Num. H-bond acceptors :	6.0
Num. H-bond donors :	2.0
Molar Refractivity :	63.78
TPSA :	89.46 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) :	-10.59 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.79
Log Po/w (XLOGP3) :	-4.0
Log Po/w (WLOGP) :	-1.2
Log Po/w (MLOGP) :	-1.1
Log Po/w (SILICOS-IT) :	-1.33
Consensus Log Po/w :	-1.37

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	1.53
Solubility :	8120.0 mg/ml ; 34.1 mol/l
Class :	Highly soluble
Log S (Ali) :	2.72
Solubility :	125000.0 mg/ml ; 526.0 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	-0.06
Solubility :	206.0 mg/ml ; 0.863 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.84

Safety of [ 7365-45-9 ]

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 [ 7365-45-9 ]

* 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 [ 7365-45-9 ]
Downstream synthetic route of [ 7365-45-9 ]

[ 7365-45-9 ] Synthesis Path-Upstream 1~5

1
[ 103-76-4 ]
[ 1562-00-1 ]
[ 7365-45-9 ]

Yield	Reaction Conditions	Operation in experiment
85.6%	Stage #1: at 50℃; for 5.5 h; Stage #2: With 5percent by weight of raffinate In water	0.5 mol of N-hydroxyethylpiperazine, 0.565 mol of sodium 2-hydroxyethanesulfonate and 500 mL of methanol were charged into a 1000 mL four-necked flask equipped with a reflux tube and subjected to a condensation reaction with sufficient stirring;First reacted at 50 for 2.5 hours, then gradually heated to reflux and continued to react for 3.0 hours;And then cooled to obtain a reaction mother liquor containing 4-hydroxyethylpiperazineethanesulfonate.The yield of sodium 4-hydroxyethylpiperazineethanesulfonate was calculated to be 93.6percent by high performance liquid chromatography. 20 L of 4-hydroxyethylpiperazineethanesulfonate,Mass concentration of 15wtpercent raffinate, in the stirring effect,Diluted with deionized water to a concentration of 5 wtpercent by dialysis dialysis to remove sodium chloride,And finally concentrated by evaporation, cooling crystallization, filtration to get pure HEPES products,And finally washed once with anhydrous methanol, and dried by vacuum to obtain purified HEPES. The purified HEPES sample was formulated as a solution and then tested for purity:The purified HEPES sample was prepared as a solution and then tested for purity, 99.9percent, yield 85.6percent, pH = 6.46, Cl- concentration 6.8 μg / g.

Reference： [1] Patent: CN106905262, 2017, A, . Location in patent: Paragraph 0034; 0035; 0047

2
[ 103-76-4 ]
[ 86761-62-8 ]
[ 7365-45-9 ]

Reference： [1] Patent: CN104803949, 2017, B, . Location in patent: Paragraph 0055; 0056; 0070; 0071

3
[ 103-76-4 ]
[ 3039-83-6 ]
[ 7365-45-9 ]

Reference： [1] Patent: CN104803949, 2017, B, . Location in patent: Paragraph 0047; 0048; 0060; 0061

4
[ 103-76-4 ]
[ 7308-65-8 ]
[ 7365-45-9 ]

Reference： [1] Patent: CN104803949, 2017, B, . Location in patent: Paragraph 0053; 0054; 0064; 0065

5
[ 103-76-4 ]
[ 1184-84-5 ]
[ 7365-45-9 ]

Reference： [1] Patent: CN104803949, 2017, B, . Location in patent: Paragraph 0051; 0052; 0060; 0061

[ 7365-45-9 ] Synthesis Path-Downstream 1~29

1
[ 102586-88-9 ]
[ 7365-45-9 ]
[ 104876-18-8 ]

Yield	Reaction Conditions	Operation in experiment
	In water at 25℃;

Reference： [1]Somayaji, V.; Skorey, K. I.; Brown, R. S.; Ball, R. G. [Journal of Organic Chemistry, 1986, vol. 51, # 25, p. 4866 - 4872]

2
[ 7365-45-9 ]
[ 107-22-2 ]
[ 2384016-67-3 ]

Yield	Reaction Conditions	Operation in experiment
	With (batho)2Cu^II (batho = 2,9-dimethyl-4,7-diphenyl-1,10-phenanthrolinedisulfonate); water at 25℃; for 24h; pH 8; other substituted ethylenediamine;

Reference： [1]Wang, Fengjiang; Sayre, Lawrence M. [Journal of the American Chemical Society, 1992, vol. 114, # 1, p. 248 - 255]

3
[ CAS Unavailable ]
[ 7365-45-9 ]
[ 902-04-5 ]
[ 214274-35-8 ]
[ CAS Unavailable ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
	With sodium chloride; magnesium chloride; polycytidylate In water at 23℃; for 480h;

Reference： [1]Kanavarioti, Anastassia; Gangopadhyay, Sumana [Journal of Organic Chemistry, 1999, vol. 64, # 21, p. 7957 - 7964]

Yield	Reaction Conditions	Operation in experiment
	Acylation rate constants, Tab. 3;
	With oxone In water at 25℃; Green chemistry;

Yield	Reaction Conditions	Operation in experiment
		wherein the biological buffer is selected from the group consisting of: ... 2-N-cyclohexylaminoethanesulfonic acid (CHES); 3-N,N-bis-2-hydroxyethylamino-2-hydroxypropanesulfonic acid (DIPSO); N-2-hydroxyethylpiperazine-N-3-propanesulfonic acid (EPPS); N-2-hydroxyethylpiperazine-N-4-butanesulfonic acid (HEPBS); N-2-hydroxyethylpiperazine-N-2-ethanesulfonic acid (HEPES); N-2-hydroxyethylpiperazine-N-2-propanesulfcnic acid (HEPPSO); 2-N-morpholinoethanesulfonic acid (MES); 4-N-morpholinobutanesulfonic acid (MOBS); ...
		wherein the biological buffer is selected from the group consisting of: ... 2-N-cyclohexylaminoethanesulfonic acid (CHES); 3-N,N-bis-2-hydroxyethylamino-2-hydroxypropanesulfonic acid (DIPSO); N-2-hydroxyethylpiperazine-N-3-propanesulfonic acid (EPPS); N-2-hydroxyethylpiperazine-N-4-butanesulfonic acid (HEPBS); N-2-hydroxyethylpiperazine-N-2-ethanesulfonic acid (HEPES); N-2-hydroxyethylpiperazine-N-2-propanesulfonic acid (HEPPSO); 2-N-morpholinoethanesulfonic acid (MES); 4-N-morpholinobutanesulfonic acid (MOBS); ...
		Zwitterionic compounds selected from: ... N-(2-acetamido)iminodiacetic acid (ADA), N-(2-acetamido)-2-aminoethanesulphonic acid (ACES), N,N-bis(2-hydroxyethyl)-2-aminoethanesulphonic acid (BES), N-N[tris(hydroxymethyl)-methyl]-2-aminoethanesulphonic acid (TES), N-2-hydroxyethylpiperazine-N'-2-ethanesulphonic acid (HEPES), 2-(cyclohexylamino)ethanesulphonic acid (CHES) or 3-(cyclohexylamino)propanesulphonic acid (CAPS),

		The present invention provides a method of stimulating myeloperoxidase activity in a patient in need of such stimulation, which comprises administering to said patient as active agent an effective amount of a zwitterionic compound selected from: ... N-(2-acetamido)iminodiacetic acid (ADA), N-(2-acetamido)-2-aminoethanesulphonic acid (ACES), N,N-bis(2-hydroxyethyl)-2-aminoethanesulphonic acid (BES), N-N[tris(hydroxymethyl)-methyl]-2-aminoethanesulphonic acid (TES), N-2-hydroxyethylpiperazine-N'-2-ethanesulphonic acid (HEPES), N-2-hydroxyethylpiperazine-N'3-propanesulphonic acid ((H)EPPS), 2-(cyclohexylamino)ethanesulphonic acid (CHES) or 3-(cyclohexylamino)propanesulphonic acid (CAPS),
		Use of a zwitterionic compound selected from: ... N,N-bis(2-hydroxyethyl)-2-aminoethanesulphonic acid (BES), N-N[tris(hydroxymethyl)-methyl]-2-aminoethanesulphonic acid (TES), N-2-hydroxyethylpiperazine-N--2-ethanesulphonic acid (HEPES), N-2-hydroxyethylpiperazine-N-3 -propanesulphonic acid ((H)EPPS), ...
		Examples of the Good's buffer include, but are not limited to, ... N-(2-acetamide)-2-aminoethanesulfonic acid (ACES), 3-morpholino-2-hydroxypropanesulfonic acid (MOPSO), 3-morpholinopropanesulfonic acid (MOPS), N-[tris(hydroxymethyl)methyl]-2-aminoethanesulfonic acid (TES), 2-[4-(2-hydroxyethyl)-1-piperazinyl]ethanesulfonic acid (HEPES), N-[tris(hydroxymethyl)methyl]glycine (Tricine), N,N-bis(2-hydroxyethyl)glycine (Bicine), N-tris(hydroxymethyl)methyl-3-aminopropanesulfonic acid (TAPS), ...
		Fmoc SPPS Fmoc-based solid-phase peptide synthesisHBTU 2-(1H-benzotriazol-1-yl-)-1,1,3,3-tetramethyluronium hexafluorophosphateHEPES 2-[4-(2-hydroxyethyl)-piperazin-1-yl]ethanesulfonic acidHOAt 1-hydroxy-7-aza-benzotriazoleHOBt 1-hydroxybenzotriazole
		I.9.14 GlcNAc: GSC: 5'-Glycylsialic acid cytidine monophosphate GSC-SH: 5'-[(4-Mercaptobutanoyl)glycyl]sialic acid cytidine monophosphate HEP: HEParosan polymer HEP-GSC: GSC-functionalized heparosan polymer HEP-[N]FVIIa: HEParosan conjugated via N-glycan to FVIIa. HEPES: 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid
		C: Impractical.Disodium hydrogen phosphate dodecahydrate (manufactured by FUJIFILM Wako Pure Chemical Corporation)Sodium citrate dodecahydrate (manufactured by FUJIFILM Wako Pure Chemical Corporation)Tris(hydroxymethyl)aminomethane (2-amino-1-hydroxymethyl-1,3-propanediol, manufactured by FUJIFILM Wako Pure Chemical Corporation)2-(4-(2-Hydroxyethyl)-1-piperazinyl)ethanesulfonic acid (HEPES, DOJINDO LABORATORIES)
		53.1 Example 53 1) Buffer preparation: 50 mM HEPES, pH 7.5, 0.0015% Brij-35.

Yield	Reaction Conditions	Operation in experiment
	UV-irradiation;

7
[ CAS Unavailable ]
[ CAS Unavailable ]
[ 7365-45-9 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
68%	In ethanol mixt. of Ag salt, acid and imidazole ligand was stirred at room temp. for 30 min; ammonia added dropwise; slowly evapd. at room temp.; elem. anal.;

Reference： [1]Jiang, Hui; Liu, Ying-Ying; Ma, Jian-Fang; Zhang, Wen-Li; Yang, Jin [Polyhedron, 2008, vol. 27, # 12, p. 2595 - 2602]

8
[ 1313369-50-4 ]
[ 7365-45-9 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate; sodium chloride In water at 25℃;

Reference： [1]Yao, Ling; Chen, Qiu-Yun; Xu, Xiao-Lei; Li, Zan; Wang, Xue-Ming [Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2013, vol. 105, p. 207 - 212]

9
[ 1610424-37-7 ]
[ 7365-45-9 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide In water at 110℃; for 0.283333h; Sonication; Microwave irradiation;	2.2 Synthesis General procedure: In a typical procedure, 10 mL zinc acetate solution (200 mM) was mixed with 20 mL HEPES solution (200 mM pH 7.4). A microwave and ultrasonic wave combined reactor (XH-300A, Beijing Xianghu Technology Co., Ltd.) provided continuous and homogeneous ultrasonic wave and microwave irradiation for the mixed solutions. Firstly, the mixture was continuously sonicated for 5 min by ultrasonic processor with a power of 1000 W. Then the mixed solution was heated to 110 °C within 3 min and kept at this temperature for 17 min under microwave heating combined with discontinuous ultrasonic irradiation (1 s sonication and 2 s interruption) with a power of 500 W. After cooling down to room temperature naturally, the product was collected by centrifugation and washed with deionized water and absolute alcohol for 5 times, then dried in a desiccator for further characterization (S1). Other ZnO samples (S2-S15) were also prepared under identical conditions by varying Zn/HEPES moral ratio, pH value of HEPES solution and Zn precursor. The detailed procedure is same as described above and all the experimental parameters are listed in Table 1.

Reference： [1]Li, Qin; Li, Hui; Wang, Runming; Li, Guangfang; Yang, Hao; Chen, Rong [Journal of Alloys and Compounds, 2013, vol. 567, p. 1 - 9]

10
[ CAS Unavailable ]
[ 7365-45-9 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide In water at 110℃; for 0.283333h; Sonication; Microwave irradiation;	2.2 Synthesis General procedure: In a typical procedure, 10 mL zinc acetate solution (200 mM) was mixed with 20 mL HEPES solution (200 mM pH 7.4). A microwave and ultrasonic wave combined reactor (XH-300A, Beijing Xianghu Technology Co., Ltd.) provided continuous and homogeneous ultrasonic wave and microwave irradiation for the mixed solutions. Firstly, the mixture was continuously sonicated for 5 min by ultrasonic processor with a power of 1000 W. Then the mixed solution was heated to 110 °C within 3 min and kept at this temperature for 17 min under microwave heating combined with discontinuous ultrasonic irradiation (1 s sonication and 2 s interruption) with a power of 500 W. After cooling down to room temperature naturally, the product was collected by centrifugation and washed with deionized water and absolute alcohol for 5 times, then dried in a desiccator for further characterization (S1). Other ZnO samples (S2-S15) were also prepared under identical conditions by varying Zn/HEPES moral ratio, pH value of HEPES solution and Zn precursor. The detailed procedure is same as described above and all the experimental parameters are listed in Table 1.

Reference： [1]Li, Qin; Li, Hui; Wang, Runming; Li, Guangfang; Yang, Hao; Chen, Rong [Journal of Alloys and Compounds, 2013, vol. 567, p. 1 - 9]

11
[ 7365-45-9 ]
[ 250358-46-4 ]
[ 1612259-40-1 ]

Yield	Reaction Conditions	Operation in experiment
	In water at 20℃; for 12h;

Reference： [1]Taha, Mohamed; E Silva, Francisca A.; Quental, Maria V.; Ventura, Sonia P. M.; Freire, Mara G.; Coutinho, Joao A. P. [Green Chemistry, 2014, vol. 16, # 6, p. 3149 - 3159]

12
[ 75-59-2 ]
[ 7365-45-9 ]
[ 79661-24-8 ]

Yield	Reaction Conditions	Operation in experiment
	In water at 20℃; for 12h;

Reference： [1]Taha, Mohamed; E Silva, Francisca A.; Quental, Maria V.; Ventura, Sonia P. M.; Freire, Mara G.; Coutinho, Joao A. P. [Green Chemistry, 2014, vol. 16, # 6, p. 3149 - 3159]

13
[ 77-98-5 ]
[ 7365-45-9 ]
[ 79661-25-9 ]

Yield	Reaction Conditions	Operation in experiment
	In water at 20℃; for 12h;

Reference： [1]Taha, Mohamed; E Silva, Francisca A.; Quental, Maria V.; Ventura, Sonia P. M.; Freire, Mara G.; Coutinho, Joao A. P. [Green Chemistry, 2014, vol. 16, # 6, p. 3149 - 3159]

14
[ 2052-49-5 ]
[ 7365-45-9 ]
[ 113599-06-7 ]

Yield	Reaction Conditions	Operation in experiment
	In water at 20℃; for 12h;

Reference： [1]Taha, Mohamed; E Silva, Francisca A.; Quental, Maria V.; Ventura, Sonia P. M.; Freire, Mara G.; Coutinho, Joao A. P. [Green Chemistry, 2014, vol. 16, # 6, p. 3149 - 3159]

15
[ 123-41-1 ]
[ 7365-45-9 ]
[ 1679267-61-8 ]

Yield	Reaction Conditions	Operation in experiment
	In aq. buffer for 12h;

Reference： [1]Taha, Mohamed; Almeida, Mafalda R.; Silva, Francisca A. E; Domingues, Pedro; Ventura, Sónia P. M.; Coutinho, João A. P.; Freire, Mara G. [Chemistry - A European Journal, 2015, vol. 21, # 12, p. 4781 - 4788]

16
[ CAS Unavailable ]
[ 7365-45-9 ]
[ 1613584-65-8 ]

Yield	Reaction Conditions	Operation in experiment
	With apelin-12; thermococcus kodakaraensis primase protein; magnesium acetate; serum albumin In glycerol at 70℃; for 0.5h; Enzymatic reaction;	General procedure: Larger Scale Production of Nucleotide Analogs. (0230) The process described for small-scale batches is scalable to larger batches by using proportionate amounts of compounds. As an alternate to the small-scale batches described above, larger scale batches were prepared. Here, reaction mixtures having a total volume of 0.25 ml (>10× the volume of the small-scale batch) and containing 40 mM of a reagent from Table 1, 10 mM magnesium acetate, 80 μM dATP, 50 μg/ml BSA, and 5.84 μM p41 subunit (containing 0.64 M glycerol following dilution in the glycerol diluent described above) were incubated for 30 min at 70° C. Incubation with the p41 subunit and TLC analysis on PEI plates showed greater than 60% conversion of starting material (i.e., the reagent and dNTP) into nucleotide analog products (dNMP derivatives). Experiments were also performed using heavy isotopes incorporated in dNTP, but the presence of a heavy isotope did not alter the utilization of dNTP in the reaction. (0231) Samples from reaction mixtures were analyzed using a capillary reverse phase liquid chromatography system coupled to an Orbitrap Discovery mass spectrometer in negative mode. Negative mode nanospray mode was set to -1.5 kV, and chromatographic flow rate was <20 nl/min. Fragmentation was achieved using high collision dissociation at 45% energy. Isotope-labeled samples were run both individually and combined. By analyzing the mass difference between heavy and light fragmentation pattern, the identity of each fragmentation peak was established.

Reference： [1]Current Patent Assignee: UNIVERSITY SYSTEM OF MARYLAND - US9534243, 2017, B2 Location in patent: Page/Page column 61-63

17
[ 103-76-4 ]
[ 1562-00-1 ]
[ 7365-45-9 ]

Yield	Reaction Conditions	Operation in experiment
85.6%		0.5 mol of N-hydroxyethylpiperazine, 0.565 mol of sodium 2-hydroxyethanesulfonate and 500 mL of methanol were charged into a 1000 mL four-necked flask equipped with a reflux tube and subjected to a condensation reaction with sufficient stirring;First reacted at 50 for 2.5 hours, then gradually heated to reflux and continued to react for 3.0 hours;And then cooled to obtain a reaction mother liquor containing 4-hydroxyethylpiperazineethanesulfonate.The yield of sodium 4-hydroxyethylpiperazineethanesulfonate was calculated to be 93.6% by high performance liquid chromatography. 20 L of 4-hydroxyethylpiperazineethanesulfonate,Mass concentration of 15wt% raffinate, in the stirring effect,Diluted with deionized water to a concentration of 5 wt% by dialysis dialysis to remove sodium chloride,And finally concentrated by evaporation, cooling crystallization, filtration to get pure HEPES products,And finally washed once with anhydrous methanol, and dried by vacuum to obtain purified HEPES. The purified HEPES sample was formulated as a solution and then tested for purity:The purified HEPES sample was prepared as a solution and then tested for purity, 99.9%, yield 85.6%, pH = 6.46, Cl- concentration 6.8 mug / g.

Reference： [1]Patent: CN106905262,2017,A .Location in patent: Paragraph 0034; 0035; 0047

18
[ 103-76-4 ]
[ 86761-62-8 ]
[ 7365-45-9 ]

Yield	Reaction Conditions	Operation in experiment
		1 mol of N-hydroxyethylpiperazine and25% by mass aqueous solution of ammonium vinyl sulfonate (containing 1.10 mol of ammonium vinyl sulfonate)Was added to a 1000 mL four-necked flask equipped with a reflux tube,The addition reaction is carried out with sufficient stirring;The reaction was carried out at 60 C for 1.5 hours,And then gradually warming boiling reflux,And continue to react for 2.5 hours;then,The reaction was quenched to give a reaction mother liquor containing 4-hydroxyethylpiperazine ethanesulfonate.By high performance liquid chromatography,The yield of ammonium 4-hydroxyethylpiperazine ethanesulfonate was calculated to be 89.4%.A reaction mother liquor containing 0.5 mol HEPES-NH4 was placed in a 500 mL beaker,Under stirring,27.5 g of concentrated sulfuric acid (98 wt%) was slowly added dropwise at room temperature,Then stir,And acidified at 0 C for 1 hour.Into the low temperature thermostat bath, cooling to -15 ,Cooling crystallization for 0.5 hours,Remove the sodium sulfate by filtration.The filtrate was placed in a beaker,Constantly stirring,Slowly add 3.0 g of Ba (OH) 2,Reaction for 1 hour,Remove the remaining sulfate.Adding 5 g of activated carbon decolorization and filtering by filtration to obtain the filtrate,By rotary evaporation to anhydrous,To obtain a solid primary purified product.The solid was washed twice with 500 ml of methanol,500ml ethanol once,And then vacuum drying,Get high purity HEPES.

Reference： [1]Patent: CN104803949,2017,B .Location in patent: Paragraph 0055; 0056; 0070; 0071

19
[ 103-76-4 ]
[ 3039-83-6 ]
[ 7365-45-9 ]

Yield	Reaction Conditions	Operation in experiment
		131.5 g of N-hydroxyethylpiperazine (purity 99%, about 1 mol)And 30% (mass concentration) aqueous sodium vinyl sulfonate solution (containing 1.05 mol of sodium vinyl sulfonate)Was added to a 1000 mL four-necked flask equipped with a reflux tube,The addition reaction is carried out with sufficient stirring;The reaction was carried out at 60 C for 1.0 hour,And then gradually heated to boiling reflux (about 100 ~ 120 , depending on the composition of the reaction and change)And continue to react for 2.0 hours;then,Cooled to give a reaction mother liquorcontaining 4-hydroxyethylpiperazineethanesulfonate.By high performance liquid chromatography,The yield of sodium 4-hydroxyethylpiperazineethanesulfonate was calculated to be 95.2%.A reaction mother liquor containing 0.5 mol HEPES-Na at a mass concentration of 40 wt% was placed in a 500 mL beaker,Under stirring,At room temperature,27.3 g of oxalic acid (99 wt%) was added slowly,Then stir,And acidified at 20 C for 1 hour.Into the low temperature thermostat,Cooling to 10 ,Cooling crystallization for 0.5 hours,The precipitated sodium oxalate was removed by filtration.The filtrate was placed in a beaker,Constantly stirring,1.0 g of Ba (OH) 2 was slowly added,Reaction for 1 hour,Remove the sulfate.Adding 5 g of activated carbon decolorization and filtering by filtration to obtain the filtrate,By rotary evaporation to anhydrous,To obtain a solid primary purified product.The solids were washed three times with 500 ml of ethanol,And then vacuum drying,Get high purity HEPES.

Reference： [1]Patent: CN104803949,2017,B .Location in patent: Paragraph 0047; 0048; 0060; 0061

20
[ 103-76-4 ]
[ 7308-65-8 ]
[ 7365-45-9 ]

Yield	Reaction Conditions	Operation in experiment
		A solution of 1 mol of N-hydroxyethylpiperazine and 40% (by mass) of aqueous potassium vinylsulfonate (containing 1.05 mol of ethylene Potassium sulfonate) was added to a 1000 mL four-necked flask equipped with a reflux tube and the addition reaction was carried out with sufficient stirring. The reaction was carried out at 50 C Should be heated for a period of 1.5 hours and then gradually heated to reflux and continue to react for 2.0 hours; then, the resulting solution containing 4-hydroxyethylpiperazine Reaction of potassium ethanesulfonate. The yield of potassium 4-hydroxyethylpiperazine ethanesulfonate was calculated by high performance liquid chromatography (HPLC) 95.1%.A reaction mother liquor containing 0.5 mol HEPES-K at a mass concentration of 35 wt% was placed in a 500 mL beaker,Under stirring,25.0 g of concentrated sulfuric acid (98 wt%) was slowly added dropwise at room temperature,Then stir,At 40 C,Acidification for 1 hour.Into the low temperature thermostat,Cooling to -20 ,Cooling crystallization for 0.5 hours,Removal of potassium sulfate by filtration.The filtrate was placed in a beaker,Constantly stirring,4.0 g of Ca (OH) 2 was slowly added,Reaction for 1 hour,Remove the remaining sulfate.Adding 5 g of activated carbon decolorization and filtering by filtration to obtain the filtrate,By rotary evaporation to anhydrous,To obtain a solid primary purified product.The solids were washed twice with 500 ml of methanol,500ml ethanol once,And then vacuum drying,Get high purity HEPES.

Reference： [1]Patent: CN104803949,2017,B .Location in patent: Paragraph 0053; 0054; 0064; 0065

21
[ 103-76-4 ]
[ 1184-84-5 ]
[ 7365-45-9 ]

Yield	Reaction Conditions	Operation in experiment
		A solution of 1 mol of N-hydroxyethylpiperazine and 30% by mass of a vinyl sulfonic acid aqueous solution (containing 1.00 mol of vinyl Sulfonic acid) was added to a 1000 mL four-necked flask equipped with a reflux tube and then slowly added dropwise to the aqueous solution of sodium hydroxide (Mass concentration of 30%, containing 1.1 moles of sodium hydroxide); then reacted at 40 C for 2.0 hours and then gradually heated to boiling And the reaction was continued for 1.5 hours; then, the reaction mother liquor containing sodium 4-hydroxyethylpiperazineethanesulfonate was cooled. High performance liquid The yield of sodium 4-hydroxyethylpiperazineethanesulfonate was calculated to be 87.7%.A reaction mother liquor containing 0.5 mol HEPES-Na at a mass concentration of 40 wt% was placed in a 500 mL beaker,Under stirring,At room temperature,27.3 g of oxalic acid (99 wt%) was added slowly,Then stir,And acidified at 20 C for 1 hour.Into the low temperature thermostat,Cooling to 10 ,Cooling crystallization for 0.5 hours,The precipitated sodium oxalate was removed by filtration.The filtrate was placed in a beaker,Constantly stirring,1.0 g of Ba (OH) 2 was slowly added,Reaction for 1 hour,Remove the sulfate.Adding 5 g of activated carbon decolorization and filtering by filtration to obtain the filtrate,By rotary evaporation to anhydrous,To obtain a solid primary purified product.The solids were washed three times with 500 ml of ethanol,And then vacuum drying,Get high purity HEPES.

Reference： [1]Patent: CN104803949,2017,B .Location in patent: Paragraph 0051; 0052; 0060; 0061

22
[ CAS Unavailable ]
[ CAS Unavailable ]
[ 7365-45-9 ]
[ 2268681-42-9 ]

Yield	Reaction Conditions	Operation in experiment
	In water; dimethyl sulfoxide

Reference： [1]Purkait, Rakesh; Dey, Sunanda; Sinhaa, Chittaranjan [New Journal of Chemistry, 2018, vol. 42, # 20, p. 16653 - 16665]

23
[ CAS Unavailable ]
[ CAS Unavailable ]
[ 7365-45-9 ]
[ 2268681-42-9 ]

Yield	Reaction Conditions	Operation in experiment
	In water; dimethyl sulfoxide

Reference： [1]Purkait, Rakesh; Dey, Sunanda; Sinhaa, Chittaranjan [New Journal of Chemistry, 2018, vol. 42, # 20, p. 16653 - 16665]

24
[ 103-76-4 ]
[ 15484-44-3 ]
[ 7365-45-9 ]

Yield	Reaction Conditions	Operation in experiment
84.7%	In water; at 85 - 105℃; for 0.5h;pH 10.0;	The preparation method of 4-hydroxyethylpiperazine ethanesulfonic acid includes the following steps: 1) Mix 260g (2mol) 2-hydroxyethylpiperazine, 165g (0.94mol) sodium 2-chloroethylsulfonate with 120mL water, stir well, the reaction solution becomes clear, the pH is about 10,Heat up to 85 , stop heating until the system self-heats to 103-105 ,The reaction is heated to reflux for 30min, the reaction is over, and the pH is about 8;2) Cool the reaction liquid to 60 C, add triethylamine to the reaction liquid to adjust the pH to 7-8, 1.5 L of absolute ethanol and 8 g of activated carbon, boil for 30 min, and filter while hot;3) Adjust the pH of the filtrate to 5 using glacial acetic acid, stir the filtrate and cool to 5 C to crystallize overnight,Filter and dry to obtain 310g of crude product, which is 95% by drying after titration inspection; 4) Dissolve the sample obtained in step 3) in 750 mL of ethanol and heat to reflux, Add 145mL of water, stir to dissolve, filter while hot, and the filtrate is cooled to 5 overnight, Filtration gave 181g of 4-hydroxyethylpiperazineethanesulfonic acid crystals, After drying, 175g of 4-hydroxyethylpiperazineethanesulfonic acid was obtained, and the content was 99.8% after titration; 5) Concentrate the mother liquor under reduced pressure to a volume of 30-40%, add activated carbon to boil for decolorization, filter while hot, the filtrate is cooled to 0-5 C, filtered, dried and recovered to obtain 15g of 4-hydroxyethylpiperazineethanesulfonic acid After titration, the content was 99.6%, and the total yield was 84.7%.

Reference： [1]Patent: CN110683995,2020,A .Location in patent: Paragraph 0048-0087

25
[ CAS Unavailable ]
[ CAS Unavailable ]
[ 7365-45-9 ]
[ CAS Unavailable ]
[ 2919700-21-1 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 5'-adenosine monophosphate With hydrogenchloride; sodium hydroxide In water Stage #2: C₁₃H₁₆N₈O₆P^(1-); N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid With methyl isocyanate; acetaldehyde; magnesium chloride for 16h; Inert atmosphere;

Reference： [1]Zhang, Stephanie J.; Duzdevich, Daniel; Szostak, Jack W. [Journal of the American Chemical Society, 2020, vol. 142, # 35, p. 14810 - 14813]

26
[ 2781850-93-7 ]
[ 7365-45-9 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: C₁₀H₂₂N₂O₄S With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 36h; Stage #2: With sulfuric acid In methanol	6.2-6.4 Preparation step S2: Under stirring conditions, the above 100g compound 3 was added to a 1L dry reactor, the reaction solvent N,N-dimethylformamide, and M-containing reagent; wherein, the M-containing reagent was potassium carbonate; Compound 3 and M-containing reagent The molar ratio is 1:4, the reaction temperature is 100°C, the reaction pressure is 0.1MPa (gauge pressure), and the reaction time is 36h. After the completion of the reaction, the temperature was lowered to normal temperature, and the reaction solution was evaporated under reduced pressure to remove the solvent and concentrated to prepare a crude product of 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid potassium salt. Dissolve the 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid potassium salt prepared in step S2 in methanol, use dilute sulfuric acid to adjust the pH to 4-5, stir, cool and clean the crystal, filter and dry to obtain 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid in 71% yield. Under dry conditions, using a dry closed device, the crude product 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid obtained in the preparation step S3 was dissolved in the purification solvent diethyl carbonate, recrystallized, crystallized under low temperature conditions, filtered, Dry to obtain a fine product; the purity of the 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid product is 99.7%.

Reference： [1]Current Patent Assignee: JINING SUBFAMILY NEW MATERIAL SCIENCE AND TECH; SUZHOU SUBFAMILY SCIENCE AND TECH SHARE - CN114591266, 2022, A Location in patent: Paragraph 0106; 0112-0119

27
[ 7365-45-9 ]
[ 124-38-9 ]

Yield	Reaction Conditions	Operation in experiment
	With Potassium peroxomonosulfate In lithium hydroxide monohydrate	2.5. Degradation of Mb and HEPES using MnO2q-MOF/PMS General procedure: Degradation conditions were varied to explore the effects of differentconcentrations, temperatures, pH levels and added ions. The conditionfor the optimized catalytic system is as follows: Into a 500 mL beakerwas added 300 mL of a 50 mg/L aqueous solution of organic pollutant,followed by 0.2 g/L of the MnO2q-MOF. Using 0.1 M NaOH or0.1 M H2SO4 solution, the pH of the mixture was adjusted to 7. Afterallowing sufficient time (30 min) for the catalyst to be adequatelydispersed, 0.18 g PMS was added to achieve a final concentration of2 mM. To monitor the kinetics of dye degradation, we withdrew 0.5 mLof the reaction mixture at pre-arranged time intervals and passed themthrough a 0.22 mm polyvinylidene fluoride mesh membrane to separatethe catalyst. To these samples, ethanol (0.5 mL) was instantly injected toquench radicals prior to filtration

Reference： [1]Khojastegi, Anahita; Mokhtare, Amir; Mosleh, Imann; Abbaspourrad, Alireza [Applied Catalysis A: General, 2022, vol. 646]

28
[ 2887445-82-9 ]
[ 7365-45-9 ]
[ 2887445-85-2 ]

Yield	Reaction Conditions	Operation in experiment
	at 37℃;

Reference： [1]Liu, Yanpeng; Yao, Houzong; Tse, Man-Kit; Chen, Shu; Yiu, Shek-Man; Zhu, Guangyu [European Journal of Inorganic Chemistry, 2023, vol. 26, # 3]

29
[ 936371-58-3 ]
[ 7365-45-9 ]
[ 74115-13-2 ]
[ 88-14-2 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
	With water In aq. buffer at 23℃;

Reference： [1]Wamser, Rebekka; Pach, Szymon; Arkona, Christoph; Baumgardt, Morris; Aziz, Umer Bin Abdul; Hocke, Andreas C.; Wolber, Gerhard; Rademann, Jörg [ChemMedChem, 2023, vol. 18, # 9]

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[ 7365-45-9 ] Synthesis Path-Upstream 1~5

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Sulfonic Acids

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Aliphatic Heterocycles

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