[ CAS No. 60480-83-3 ] {[proInfo.proName]}

Name: 60480-83-3|2,4-Dimethylphenylhydrazine hydrochloride|97%
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Quality Control of [ 60480-83-3 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 60480-83-3 ]

Product Details of [ 60480-83-3 ]

CAS No. :	60480-83-3	MDL No. :	MFCD00013381
Formula :	C₈H₁₃ClN₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZLGXGLXFBMIVPU-UHFFFAOYSA-N
M.W :	172.66	Pubchem ID :	16213059
Synonyms :

Calculated chemistry of [ 60480-83-3 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.25
Num. rotatable bonds :	1
Num. H-bond acceptors :	1.0
Num. H-bond donors :	2.0
Molar Refractivity :	50.55
TPSA :	38.05 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.44 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	2.69
Log Po/w (WLOGP) :	2.2
Log Po/w (MLOGP) :	2.34
Log Po/w (SILICOS-IT) :	1.25
Consensus Log Po/w :	1.7

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.94
Solubility :	0.197 mg/ml ; 0.00114 mol/l
Class :	Soluble
Log S (Ali) :	-3.14
Solubility :	0.125 mg/ml ; 0.000722 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.83
Solubility :	0.254 mg/ml ; 0.00147 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.26

Safety of [ 60480-83-3 ]

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 [ 60480-83-3 ]

* 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 [ 60480-83-3 ]
Downstream synthetic route of [ 60480-83-3 ]

[ 60480-83-3 ] Synthesis Path-Upstream 1~1

1
[ 95-68-1 ]
[ 60480-83-3 ]

Yield	Reaction Conditions	Operation in experiment
35.8%	Stage #1: With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Stage #2: With tin(ll) chloride In water at 5℃;	Example 13, Preparation of 2.4-xylylhydrazine hydrochloride (compound 13) To a mixture of 2.4-dimethylaniline (35.4 mL; 36.3 g; 0.3 mole) and concentrated hydrochloric acid (220 mL) chilled to 0°C, the solution of sodium nitrite (20.6 g; 0.3 mole) in water (60 mL) was added dropwise at such a rate to maintain reaction temperature not higher than 5°C. Then, the solution prepared was filtered off and added to a solution of stannous chloride (124 g; 0.65 mole) in concentrated hydrochloric acid (124 mL) chilled to 5°C, while vigorous stirring. The precipitate formed was separated by filtration, slurried in water (500 mL), and alkalized to pH 12 with solution of sodium hydroxide (440percent). The reaction mixture was extracted with diethyl ether (3*200 mL). Ethereal extracts were dried over MgSO₄. Then, a stream of dried hydrogen chloride was bubbled via the ethereal solution of p-tolyl hydrazine. The precipitate formed was filtered, washed with ether, and dried in vacuum desiccator over P₂O₅. 2.4-Xylylhydrazine hydrochloride (compound 13) was obtained with yield of 18.5 g (35.8percent). λ_max 281 nm. Mass-spectrum (MALDI) (C₈H₁₂N₂): found m/z 137.2, calculated m/z 136.19. ¹H- NMR (D₂O), δ (ppm): 2.03 (3H, s, p-CH₃), 2.08 (3H, s, -CH₃), 6.72 (1H, s, ArH), 6.93 (2H, d, ArH)

Reference： [1] Patent: EP2157088, 2010, A1, . Location in patent: Page/Page column 43-44
[2] Journal of Organic Chemistry, 2011, vol. 76, # 13, p. 5295 - 5308
[3] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 3, p. 529 - 532
[4] European Journal of Medicinal Chemistry, 2018, vol. 156, p. 137 - 147

[ 60480-83-3 ] Synthesis Path-Downstream 1~88

1
[ 6654-36-0 ]
[ 60480-83-3 ]
[ 101104-99-8 ]

Reference： [1]Journal of the American Chemical Society,1956,vol. 78,p. 5854,5856

2
[ 60480-83-3 ]
[ 1467-79-4 ]
C₁₁H₁₈N₄ [ No CAS ]

Reference： [1]European Journal of Medicinal Chemistry,1993,vol. 28,p. 185 - 193

3
[ 60480-83-3 ]
[ 83-33-0 ]
[ 133571-26-3 ]

Reference： [1]Tetrahedron,1991,vol. 47,p. 4383 - 4408

4
[ 60480-83-3 ]
[ 125037-37-8 ]
N-(2,4-Dimethyl-phenyl)-N'-[2-(1-phenyl-1H-tetrazol-5-yl)-eth-(E)-ylidene]-hydrazine [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,1995,vol. 32,p. 1557 - 1562

5
[ 60480-83-3 ]
[ 17823-69-7 ]
5-amino-4-carboxamido-1-(2,4-dimethylphenyl)-3-(methylthio)pyrazole [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 5894 - 5911

6
[ 60480-83-3 ]
[ 95-92-1 ]
[ 121-97-1 ]
2-[(2,4-dimethyl-phenyl)-hydrazono]-4-(4-methoxy-phenyl)-3-methyl-4-oxo-butyric acid ethyl ester [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 3712 - 3720

7
[ 60480-83-3 ]
1-(2,4-dimethyl-phenyl)-5-(4-methoxy-phenyl)-4-methyl-1H-pyrazole-3-carbonyl chloride [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 3712 - 3720

8
[ 60480-83-3 ]
1-(2,4-dimethyl-phenyl)-5-(4-methoxy-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 3712 - 3720

9
[ 60480-83-3 ]
[ 891866-02-7 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 3712 - 3720

10
[ 60480-83-3 ]
1-(2,4-dimethyl-phenyl)-5-(4-methoxy-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 3712 - 3720

11
[ 60480-83-3 ]
1-(2,4-dimethyl-phenyl)-6-methyl-3-methylsulfanyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 5894 - 5911

12
[ 60480-83-3 ]
3-(5,7-dimethyl-1H-indol-3-yl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid [ No CAS ]

Reference： [1]Synlett,2003,p. 1411 - 1414
[2]Synlett,2003,p. 1411 - 1414

13
[ 60480-83-3 ]
[ 133571-64-9 ]

Reference： [1]Tetrahedron,1991,vol. 47,p. 4383 - 4408

14
[ 60480-83-3 ]
[ 100717-90-6 ]

Reference： [1]Journal of the American Chemical Society,1956,vol. 78,p. 5854,5856

15
(E)-1,1,1-trifluoro-4-(4-(methylsulfonyl)phenyl)but-3-en-2-one [ No CAS ]
[ 60480-83-3 ]
[ 251443-61-5 ]

Yield	Reaction Conditions	Operation in experiment
		Table 1 shows some examples that are encompassed by the general formula (I) and in Table 2 the data are indicated for identification of these compounds. The examples 1-36, 44-63 and 65-74 have been prepared according to method A, examples 37-39 according to method B, examples 40-42 according to method C, example 64 according to method F and the enantiomerically pure compounds 75-78 by resolution of the racemic mixture.

Reference： [1]Patent: US6353117,2002,B1 .Location in patent: Page column 17-18

16
[ 60480-83-3 ]
[ 615-00-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; water; In dichloromethane;Product distribution / selectivity;	Intermediate 1: 4-chloro-1-(2, 4-dimethylphenyl) -pyrazolo [3,4-d] pyrimidine; 2, 4-Dimethylphenylhydrazine hydrochloride (15.8g, 91. 3mmol) was partitioned between 2M sodium hydroxide solution and dichloromethane. The organic layer was separated, dried and reduced under vacuum to give the free hydrazine (12. lg, 90. 0mmol). The free hydrazine and ethoxymethylenemalononitrile (10.9g, 89. 7mmol) were dissolved in anhydrous ethanol (40ml) and heated at reflux for two hours before being chilled overnight. The product was filtered, washed with ice-cold ethanol and dried to give 5-amino-1- (2, 4-dimethyl-phenyl)-1H-pyrazole-4-carbonitrile (13.8g, 65. 1mmol, LC-MS rt 4.32 (MH) + 213). 5-Amino-1-(2, 4-dimethyl-phenyl)-lH- pyrazole-4-carbonitrile (10. Og, 47. 2mmol) was added portionwise to stirred concentrated sulphuric acid (50ml) at 0C. On completion of the addition, the mixture was allowed to wann to room temperature and stirred for a further one hour. The reaction solution was poured onto crushed ice and neutralised with concentrated ammonium hydroxide solution, while maintaining a temperature of 10-15C, before being extracted with ethyl acetate. The organic layer was separated, dried over magnesium sulphate and reduced under vacuum to give 5-amino-1-(2, 4- dimethylphenyl) pyrazole-4-carboxamide as a pale yellow solid (12. 8g due to persisting organic solvent, LC-MS rt 3.79 (MH) + 231). A suspension of 5-amino-1- (2, 4- dimethylphenyl)-pyrazole-4-carboxamide (12.3g, 53. 5mmol) in fonnamide was heated at 150C for 48 hours. The cooled solution was diluted with water and allowed to stand. The product was filtered, washed with water and dried overnight in a vacuum oven to give 4-hydroxy-l- (2, 4-dimethylphenyl)-pyrazolo [3,4-d] pyrimidine (10.8g, LC-MS rt 4.03 (MH) + 241). A suspension of 4-hydroxy-1-(2, 4-dimethylphenyl) pyrazolo [3,4- d] pyrimidine (1. 5g, 6. 3mmol) and phosphorus pentachloride (1.3g, 6.3mmol) in phosphorus oxychloride (15ml) was heated at reflux overnight. The solvent was removed under vacuum and the residue partitioned between ethyl acetate and water. The organic layer was separated, dried over magnesium sulphate and reduced under vacuum to give 4-chloro-1-(2, 4-dimethylphenyl) -pyrazolo [3,4-d] pyrimidine as a yellow solid (1.4g, 5. 4mmol) LC-MS rt 5.32 (MH) + 259/261 'H NMR 5 8.87 (1H, s), 8.73 (1H, s), 7.22-7. 36 (3H, m), 2.40 (3H, s), 2.03 (3H, s); Intermediate 2: 1-(2, 4-Dimethyl-phenyl)-lH-pyrazolo [3,4-d] pyrimidin-4-ylamine; 2,4-Dimethylphenylhydrazine hydrochloride (15. 8g, 91. 3mmol) was partitioned between 2M sodium hydroxide solution and dichloromethane. The organics were separated, dried and reduced under vacuum to give the free hydrazine (12. 1g, 90. 0mmol). The free hydrazine and ethoxymethylenemalononitrile (10.9g, 89. 7mmol) were dissolved in anhydrous ethanol (40ml) and heated at reflux for two hours before being chilled overnight. The product was filtered, washed with ice-cold ethanol and dried to give 5-amino-1-(2, 4-dimethyl-phenyl)-1 H-pyrazole-4-carbonitrile (13.8g, 65. 1mmol, LC-MS rt 4.32 (MH) + 213). A suspension of 5-amino-1-(2, 4- dimethyl-phenyl)-lH-pyrazole-4-carbonitrile (4. 18g, 19. 7mmol) in formamide (15ml) was heated at 150C overnight. The reaction was cooled to room temperature and diluted with water. The product was filtered and washed with water and diethyl ether to give the title compound as a grey solid (2.86g, 12. 0mmol) LC-MS rt 3.55 (MH) + 240 IH NMR 5 8.31 (1H, s), 8.15 (1H, s), 7.81 (2H, br, d), 7.18-7. 25 (3H, m), 2.37 (3H, s), 2.01 (3H, s)

Reference： [1]Patent: WO2005/47288,2005,A1 .Location in patent: Page/Page column 23-24

17
[ 60480-83-3 ]
[ 109025-37-8 ]
[ 134379-31-0 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In ethanol;	EXAMPLE 16 5,10-Dihydro-2-methoxy-1,3,6,8-tetramethylindeno[1,2-b]indole 4,6-Dimethyl-5-methoxy-1-indanone (2.2 g, 11.6 mmol) and <strong>[60480-83-3]2,4-dimethylphenylhydrazine hydrochloride</strong> (2.00 g, 1 eq) were heated to reflux in ethanol (15 cm3) containing conc. HCl (1 cm3). After 2 hours, the precipitate was filtered and washed with ammonium hydroxide solution. All the collected material was extracted with ethyl acetate with the aid of salting out. The solvent was dried, and evaporated in vacuo and the product purified by column chromatography, eluding with 5% EtOAc/60-80 petrol. The indole was recrystallized from dichloromethane/60-80 petrol as pale beige needles. M.p. 210 C. 1 H NMR (CDCl3)delta: 8.03 (1H, br), 7.25 (1H, s), 7.15 (1H, s), 6.81 (1H, s), 3.76 (3H, s), 3.53 (2H, s), 2.49 (3H, s), 2.43 (3H, s), 2.37 (6H, s).

Reference： [1]Patent: US5185360,1993,A

18
9b,10-dihydro-6,8,9b-trimethylindeno[1,2-b]indole [ No CAS ]
[ 17496-14-9 ]
[ 60480-83-3 ]
cis-4b,5,9b,10-tetrahydro-4b,6,8,9b-tetramethylindeno[1,2-b]indole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; methyllithium; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; ethanol; hexane; ethyl acetate;	EXAMPLE 15 cis-4b,5,9b,10-Tetrahydro-4b,6,8,9b-tetramethylindeno[1,2-b]indole A mixture of 5.1 g (0.03 mol) of <strong>[60480-83-3]2,4-dimethylphenylhydrazine hydrochloride</strong>, 5,4 g (0.03 mol) of 2-methyl-1-indanon, 100 ml of ethanol (99, 5%) and 2.5 ml of conc. hydrochloric acid was refluxed for 2 hours. The resulting mixture was filtered, the filtrate was evaporated and the residue partioned between ether and water. The organic phase was washed with aqueous sodium carbonate, dried (MgSO4), filtered and evaporated. The residue was subjected to flash chromatography on 60 A silica. After elution of non-polar impurities with dichloromethane/isooctane (1/1), a mixture of methanol/ethyl acetate/hexane (1/4/5) eluted 5 g of crude 9b,10-dihydro-6,8,9b-trimethylindeno[1,2-b]indole. Without further purification this material was dissolved in 100 ml of dry tetrahydrofurane. In an argon atmosphere, 50 ml of 1.6M methyl lithium in ether was added at -65 to -55 C. The resulting mixture was kept at -78 C. for 1 hour, and was then poured into a cold aqueous ammonium chloride solution. The mixture was extracted with ether and the combined organic phases were evaporated to yield 5 g of a green oil. Chromatography on 60 A silica using 7.5% ethyl acetate in isooctane gave 1 g of the title compound. 1 H NMR (CDCl3) delta; 1.37 (3H,s), 1.48 (3H,s), 2.07 (3H,s), 2.20 (3H, s),3.00-3.35 (2H, AB-system, J 15 Hz), 3.9 (1H,bs) 6.60 (1H,s) 6.88 (1H,s), 7.08-7.28 (4H,m).

Reference： [1]Patent: US5516788,1996,A

19
3-(dimethylamino)-6,8-1,2,3,4-tetrahydrocarbazole hydrochloride [ No CAS ]
[ 60480-83-3 ]
[ 40594-34-1 ]
(6,8-dimethyl-1,2,3,4-tetrahydro-carbazol-3-yl)-dimethyl-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 35 3-(Dimethylamino)-6,8-dimethyl-1,2,3,4-tetrahydrocarbazole Following the procedure given in Example 3 and using 9 g. of <strong>[40594-34-1]4-dimethylaminocyclohexanone</strong> and 11 g. of 2,4-dimethylphenylhydrazine hydrochloride there was obtained, after treatment of the free base in ether with ethereal hydrogen chloride, 10.9 g. of 3-(dimethylamino)-6,8-1,2,3,4-tetrahydrocarbazole hydrochloride; m.p. 312-315 C.

Reference： [1]Patent: US4062864,1977,A

20
[ 41979-39-9 ]
[ 60480-83-3 ]
6,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In ethanol; water; at 20 - 80℃; for 3h;	Example 2 6,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloride; To a solution of 1-<strong>[60480-83-3](2,4-dimethylphenyl)hydrazine hydrochloride</strong> (500 mg, 2.89 mmol) and 4-piperidone hydrochloride monohydrate (444 mg, 2.89 mmol) in EtOH (5.0 mL) was added 12 N HCl (0.48 mL, 49.4 mmol) at 20 C. The reaction mixture was stirred at 80 C. for 3 h, filtered and washed with cold EtOH to give the title compound as a white solid (640 mg, 2.71 mmol): MS (ES) 201.2 (M+H).

Reference： [1]Patent: US2007/27178,2007,A1 .Location in patent: Page/Page column 18

21
[ 60480-83-3 ]
[ 649723-80-8 ]
[ 1133720-73-6 ]

Reference： [1]Journal of the American Chemical Society,2009,vol. 131,p. 3894 - 3904

22
[ 563-80-4 ]
[ 60480-83-3 ]
[ 357397-57-0 ]

Yield	Reaction Conditions	Operation in experiment
63.7%	With potassium acetate; In acetic acid; at 20℃; for 1.5h;Reflux;	Example 14. Preparation of 2,3,3,5.7-pentamethylindolenyne (compound 14). A mixture of 3-methyl-2-butanone (7 mL; 5.6 g; 0.065 mole), 2.4-xylyl hydrazine hydrochloride (compound 13) (11.9 g; 0.069 mole), anhydrous potassium acetate (13.9 g; 0.14 mole), and glacial acetic acid (70 mL) was stirred at room temperature 30 min, and then, refluxed for 1 h. The solvent was removed and oily residue was dissolved in ether. The ethereal solution was washed with water, saturated solution of sodium chloride, and then dried over MgSO4. The solvent was removed and the residue was fractionated under vacuum water-jet pump in a nitrogen flow (Bp= 132C/20 mm Hg). 2,3,3,5.7-Pentamethylindolenyne (compound 14) was obtained with yield of 8.3 g (63.7%). lambdamax 265 nm. Mass-spectrum (MALDI) (C13H17N): found m/z 188.5, calculated m/z 187.28. 1H-NMR (DMSO-d6), delta (ppm): 1.43 (6H, s, C(CH3)2), 2.35 (3H, s, 2-CH3), 2.48 (3H, s, 5-CH3), 2.66 (3H, s, 7-CH3), 7.12 (1H, s, ArH), 7.33 (1H, s, ArH)

Reference： [1]Patent: EP2157088,2010,A1 .Location in patent: Page/Page column 44
[2]Chemistry - A European Journal,2019,vol. 25,p. 13709 - 13713

23
[ 95-68-1 ]
[ 60480-83-3 ]

Yield	Reaction Conditions	Operation in experiment
35.8%		Example 13, Preparation of 2.4-xylylhydrazine hydrochloride (compound 13) To a mixture of 2.4-dimethylaniline (35.4 mL; 36.3 g; 0.3 mole) and concentrated hydrochloric acid (220 mL) chilled to 0C, the solution of sodium nitrite (20.6 g; 0.3 mole) in water (60 mL) was added dropwise at such a rate to maintain reaction temperature not higher than 5C. Then, the solution prepared was filtered off and added to a solution of stannous chloride (124 g; 0.65 mole) in concentrated hydrochloric acid (124 mL) chilled to 5C, while vigorous stirring. The precipitate formed was separated by filtration, slurried in water (500 mL), and alkalized to pH 12 with solution of sodium hydroxide (440%). The reaction mixture was extracted with diethyl ether (3*200 mL). Ethereal extracts were dried over MgSO4. Then, a stream of dried hydrogen chloride was bubbled via the ethereal solution of p-tolyl hydrazine. The precipitate formed was filtered, washed with ether, and dried in vacuum desiccator over P2O5. 2.4-Xylylhydrazine hydrochloride (compound 13) was obtained with yield of 18.5 g (35.8%). lambdamax 281 nm. Mass-spectrum (MALDI) (C8H12N2): found m/z 137.2, calculated m/z 136.19. 1H- NMR (D2O), delta (ppm): 2.03 (3H, s, p-CH3), 2.08 (3H, s, -CH3), 6.72 (1H, s, ArH), 6.93 (2H, d, ArH)
		General procedure: dissolve the substituted anline (3 mmol) in HCl aq (6 M) at -5 C,and slowly added an aqueous solution of NaNO2 (0.23 g, 3.3 mmol).The mixture was stirred for further 0.5 h, a solution of SnCl2 (1.7 g,7.5 mmol) dissolved in concentrated HCl was added dropwise, then the resulting mixture was moved to room temperature and stirred for further1 h. The muddy mixture was filtered out, washed with a small amount of HCl solution and dried in vacuum. This desired phenylhydrazine hydrochloride intermediate was used directly without additional purification.To a solution of substituted benzyl halide 3 mmol in EtOH was added the hydrazine hydrate 30 mmol, and the mixture was stirred atroom temperature overnight till the reaction was completed monitored by TLC. The reaction mixture was concentrated to dryness, and redissolvedin a little EtOH, then added an aqueous HCl (12 M) andstirred for a while at 0 C. The resulting precipitate was collected byfiltration and dried. This desired benzylhydrazine hydrochloride intermediatewas used directly without additional purification.
		General procedure: Concentrated hydrochloric acid (30mmol, 2.5mL, 12M) was added to phenylaniline (10mmol) and the resulting white suspension was cooled to 0C, then appropriate amount of water was added to dissolve the white solid. Sodium nitrite (11mmol) in 10mL of water, precooled to 0C, was slowly added to the solution of phenylaniline hydrochloride. The temperature of the reaction was maintained at 0C for 0.5h. The diazonium salt solution was treated with a solution of stannous chloride hydrate (40mmol) in 15mL of concentrate hydrochloric acid (12M), then stirred for another 4hat 0C. A light brown solid which formed was collected by filtration, washed with little precooled ethyl alcohol and dichloromethane, the crude product was used without further purification.

Reference： [1]Patent: EP2157088,2010,A1 .Location in patent: Page/Page column 43-44
[2]Journal of Organic Chemistry,2011,vol. 76,p. 5295 - 5308
[3]Bioorganic and Medicinal Chemistry Letters,2018,vol. 28,p. 529 - 532
[4]Bioorganic and Medicinal Chemistry,2019,vol. 27,p. 3179 - 3193
[5]European Journal of Medicinal Chemistry,2018,vol. 156,p. 137 - 147

24
[ 778583-73-6 ]
[ 60480-83-3 ]
[ 1296688-19-1 ]

Yield	Reaction Conditions	Operation in experiment
37%	In water; at 40℃; for 1h;	General procedure: Dimethylammonium 2-(2-carbamoyl-2-cyano-1-ethenyl)-5,5-dimethyl-3-oxo-1-cyclohexen-1-olate 4a14 (500 mg, 1.8 mmol) was dissolved in water (10 mL). The requisite arylhydrazine hydrochloride (1.8 mmol) was dissolved in water (10 mL) at 40 C. The two solutions were combined and stirred vigorously. The oily residue came out of the aqueous reaction mixture and crystallized during stirring for 1 h. The resulting reddish precipitate was filtered out, washed by 2 mL of 2-propanol and dried under vacuum.Alternatively, 2-pyridone-3-carboxylic acid amide 18c can be obtained via hydration of 2-pyridone-3-carbonitrile 9c (307 mg, 1.0 mmol) by heating at reflux temperature in dioxane (3 mL) with an excess of acetamide (590 mg, 10.0 mmol), PdCl2 (17.6 mg, 10 mol %), and durene (40 mg, 30 mol %). A 30% conversion was observed by HPLC and 1H NMR.

Reference： [1]Tetrahedron,2011,vol. 67,p. 2934 - 2941

25
[ 60480-83-3 ]
[ 1310486-89-5 ]

Reference： [1]Journal of Organic Chemistry,2011,vol. 76,p. 5295 - 5308

26
[ 60480-83-3 ]
[ 100-52-7 ]
C₁₅H₁₆N₂ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2011,vol. 76,p. 5295 - 5308

27
[ 60480-83-3 ]
[ 100-52-7 ]
[ 1310486-60-2 ]

Reference： [1]Journal of Organic Chemistry,2011,vol. 76,p. 5295 - 5308

28
[ 1575-95-7 ]
[ 60480-83-3 ]
[ 1361032-77-0 ]

Yield	Reaction Conditions	Operation in experiment
74%	With pyridine; at 200℃; for 0.0166667h;Microwave irradiation;	General procedure: N-Acylated amides 1a-22a (1.0 mmol), hydrazine hydrochlorides (2.0 mmol), and pyridine (1 mL) were placed in a 50 mL round bottom flask equipped with a reflux condenser. The reaction flask was microwave irradiated (300 W, 200 C) for 1 min with stirring. After the reaction, ethyl acetate (20 mL) was added to the reaction mixture to precipitate residual hydrazine hydrochloride, and then filtered. The solvent was evaporated to the crude material. The crude material was roughly purified by flash column chromatography using hexane/triethylamine (10:1) eluent system then purified by flash column chromatography using various hexane/ethyl acetate eluent systems to afford the desired products 1b-28b.

Reference： [1]Tetrahedron,2012,vol. 68,p. 2045 - 2051

29
[ 1332635-72-9 ]
[ 60480-83-3 ]
3-(2,4-dimethylphenylhydrazonotrifluoroethyl)-7-(N,N-diethylamino)coumarin [ No CAS ]

Reference： [1]Dyes and Pigments,2011,vol. 91,p. 309 - 316

30
[ 484-33-3 ]
[ 60480-83-3 ]
[ 1286238-30-9 ]

Reference： [1]Medicinal Chemistry Research,2012,vol. 21,p. 634 - 641

31
[ 60480-83-3 ]
[ 93-55-0 ]
[ 1426436-62-5 ]

Reference： [1]Synlett,2012,vol. 23,p. 2965 - 2968

32
[ 60480-83-3 ]
[ 93-55-0 ]
[ 95-92-1 ]
[ 1417449-10-5 ]

Reference： [1]Synlett,2012,vol. 23,p. 2965 - 2968

33
[ 1700-37-4 ]
[ 60480-83-3 ]
[ 391646-69-8 ]

Yield	Reaction Conditions	Operation in experiment
91%	With sodium acetate; In ethanol; water; at 75℃; for 0.166667h;	To a stirred suspension of <strong>[60480-83-3]2,4-dimethylphenylhydrazine hydrochloride</strong> (2.68 g, 15.54 mmol) and sodium acetate (1.27 g, 15.54 mmol) in water (20 mL) was added 3 (3.0 g, 14.1 mmol) portionwise, followed by EtOH (10 mL). The reaction mixture was heated to 75 C and held at this temperature for 10 min with vigorous stirring until yellow solid precipitated. The mixture was cooled to 0 C and filtered. The solid was washed with cold water, hexanes and dried to afford 4 (4.25 g, 91%) as a yellow solid, which was stored at -20 C; mp 70-71 C. 1H NMR (DMSO-d6): delta 9.48 (s, 1H), 8.05 (s, 1H), 7.48 (d, J = 7.5 Hz, 2H), 7.40 (t, J = 7.5 Hz, 2H), 7.35-7.28 (m, 4H), 7.19 (d, J = 7.5 Hz, 1H), 6.95-6.92 (m, 2H), 6.86 (s, 1H), 5.15 (s, 2H), 2.19 (s, 3H), 2.18 (s, 3H). 13C NMR (DMSO-d6): delta 158.7, 140.9, 137.5, 137.1, 137.0, 130.9, 129.7, 128.4, 127.8, 127.7, 127.4, 127.1, 120.7, 118.6, 114.5, 112.4, 111.1, 69.2, 20.2, 17.4. HRMS (ESI-TOF, m/z): calcd for C22H23N2O ([M+H]+) 331.1800; found 331.1810.

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,p. 524 - 527

34
[ 60480-83-3 ]
[ 591-31-1 ]
[ 391646-35-8 ]

Yield	Reaction Conditions	Operation in experiment
86%	With sodium acetate; In ethanol; water; at 100℃; for 0.333333h;	To a stirred suspension of <strong>[60480-83-3]2,4-dimethylphenylhydrazine hydrochloride</strong> (951 mg, 5.51 mmol) and sodium acetate (452 mg, 5.51 mmol) in water (5 mL) was added 3-methoxybenzaldehyde (500 mg, 3.67 mmol) in EtOH (3 mL). The reaction mixture was heated to 100 C and held at this temperature for 20 min with vigorous stirring. The mixture was cooled to 0 C, the orange sticky oil accumulated at the bottom of the flask. The yellow solution was decanted and washed with cold water. The sticky oil was stored in refrigerator. After the sticky oil solidified, it was washed with hexanes and dried to afford 1 (800 mg, 86%) as a yellow solid, which was stored at -20 C; mp 58-59 C. 1H NMR (DMSO-d6): delta 9.48 (s, 1H), 8.08 (s, 1H), 7.32 (d, J = 8.0 Hz, 1H), 7.29 (d, J = 8.0 Hz, 1H), 7.20-7.19 (m, 2H), 6.92 (d, J = 8.0 Hz, 1H), 6.88-6.86 (m, 2H), 3.80 (s, 3H), 2.19 (s, 6H).

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,p. 524 - 527

35
[ 60480-83-3 ]
[ 591-31-1 ]
C₁₆H₁₈N₂O*ClH [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	In ethanol; at 20℃; for 1h;	A mixture of 3-methoxybenzaldehyde (500 mg, 3.67 mmol) and <strong>[60480-83-3](2,4-dimethylphenyl) hydrazine hydrochloride</strong> (632 mg, 3.67 mmol) in EtOH (10 mL) was stirred at room temperature for 1 h, obtained solid was filtered off, washed with ethanol and dried under vacuum to afford hydrazone hydrochloride 1 (960 mg) in 90% yield as a light brown solid.

Reference： [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 2733 - 2741

36
[ 60480-83-3 ]
(E)-N-(2,4-dimethylphenyl)-2,2,2-trifluoro-N'-(3-methoxybenzylidene)-acetohydrazide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 2733 - 2741

37
[ 60480-83-3 ]
(E)-N-(2,4-dimethylphenyl)-2,2,2-trifluoro-N'-(3-hydroxybenzylidene)acetohydrazide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 2733 - 2741

38
[ 60480-83-3 ]
(E)-N'-(3,4-dihydroxybenzylidene)-N-(2,4-dimethylphenyl)-2,2,2-trifluoroacetohydrazide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 2733 - 2741

39
[ 60480-83-3 ]
(E)-N'-(3,4-diethoxybenzylidene)-N-(2,4-dimethylphenyl)-2,2,2-trifluoroacetohydrazide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 2733 - 2741

40
[ 2029-94-9 ]
[ 60480-83-3 ]
C₁₉H₂₄N₂O₂*ClH [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	In ethanol; at 20℃; for 2h;	A mixture of 3,4-diethoxybenzaldehyde (300 mg, 1.54 mmol) and <strong>[60480-83-3](2,4-dimethylphenyl) hydrazine hydrochloride</strong> (266 mg, 1.54 mmol) in EtOH (5 mL) was stirred at room temperature for 2 h, precipitated solid was filtered off, washed with ethanol and dried under vacuum to afford hydrazone hydrochloride 2 (480 mg) in 89% yield as a white solid.

Reference： [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 2733 - 2741

41
[ 60480-83-3 ]
[ 908303-07-1 ]
diethyl 2-((5,7-dimethyl-1H-indol-3-yl)(phenyl)methyl)malonate [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2013,p. 5917 - 5922

42
[ 1149371-93-6 ]
[ 60480-83-3 ]
C₃₁H₄₆N₂O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium acetate; In ethanol; at 78℃;	General procedure: A mixture of compound 5 (0.360 g, 1 mmol) and various phenylhydrazines 6a-6ad (0.145-0.225 g,1 mmol) in dry EtOH (10 mL) were stirred at 78C in the presence of CH3COONa (0.099 g,1.2 mmol). After completion of the reaction monitored by TLC, the solution was then poured into water (10 mL), the white precipitate was filtered and washed with water and dried. The crude product was recrystallized from ethyl acetate/light petroleum ether to give compounds 7a-7ad. Then to a solution of compounds 7a-7ad(0.450-0.529 g, 1 mmol) in toluene (5 mL), 48% BF3*OEt2 (48% solution in Et2O, 0.05 mL, 0.17 mmol) was added dropwise and the mixture was heated under a nitrogen atmosphere at 118C. After completion of the reaction monitored by TLC, water (10 mL) was added to the mixture, which was next neutralized with NaHCO3, and the organic phase was separated and dried over Na2SO4. After evaporation in vacuo, the crude product was purified by column chromatography to give product 9a-9ad.

Reference： [1]European Journal of Medicinal Chemistry,2013,vol. 65,p. 70 - 82

43
C₂₃H₃₄O₄ [ No CAS ]
[ 60480-83-3 ]
[ 1448583-04-7 ]

Yield	Reaction Conditions	Operation in experiment
63%	In isopropyl alcohol;Reflux;	General procedure: A mixture of compound 10 (0.376 g, 1 mmol) and various phenylhydrazines 6a-6ad (0.145-0.225 g, 1 mmol) in isopropanol (10 mL) were stirred under reflux. After completion of the reaction monitored by TLC, the reaction mixture was concentrated under vacuum, and extracted with CH3CO2C2H5 and H2O. At last the organic layer was washed with saturated NaCl aqueous solution, dried with Na2SO4 and concentrated under vacuum. The residue was purified by column chromatography on silica to give product 11a-11ad.

Reference： [1]European Journal of Medicinal Chemistry,2013,vol. 65,p. 70 - 82

44
[ 451-40-1 ]
[ 60480-83-3 ]
[ 4755-77-5 ]
[ 1566598-80-8 ]

Reference： [1]Chinese Journal of Chemistry,2013,vol. 31,p. 1526 - 1538

45
[ 60480-83-3 ]
[ 98-88-4 ]
N’-(2,4-dimethylphenyl)benzohydrazide [ No CAS ]

Reference： [1]Organic Letters,2014,vol. 16,p. 2342 - 2345

46
[ 1639789-03-9 ]
[ 60480-83-3 ]
[ 1639789-08-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,2014,vol. 51,p. 854 - 859

47
[ 1755-15-3 ]
[ 60480-83-3 ]
1-(2,4-dimethylphenyl)-3,6,6-trimethyl-1,5,6,7-tetrahydro-4H-indazol-4-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
42%	With hydrogenchloride; In ethanol; water; at 20℃;	5.2.12 1-(2,4-Dimethylphenyl)-3,6,6-trimethyl-1,5,6,7-tetrahydro-4H-indazol-4-one (12) The reaction of 1-<strong>[60480-83-3](2,4-dimethylphenyl)hydrazine hydrochloride</strong> (69.1 mg, 0.40 mmol) with 2-acetyl-5,5-dimethyl-1,3-cyclohexanedione (72.9 mg, 0.40 mmol) in ethanol (1.2 mL) at room temperature overnight, by a procedure similar to that for 20 using concd HCl (0.40 mL) instead of H2SO4 and the crude product was purified by flash chromatography on silica gel eluting with EtOAc/hexane (4:1), gave 1-(2,4-dimethylphenyl)-3,6,6-trimethyl-1,5,6,7-tetrahydro-4H-indazol-4-one 12 (48.5 mg, 42%) as a powder. 1H NMR (CD3OD, 400 MHz) delta 7.25 (s, 1H), 7.18 (d, J = 7.6 Hz, 1H), 7.13 (d, J = 7.6 Hz, 1H), 2.48 (s, 2H), 2.46 (s, 3H), 2.39 (s, 5H), 2.03 (s, 3H), 1.07 (s, 6H); HRMS calcd for C18H23N2O (M+H) 283.1810, found 283.1817.

Reference： [1]Bioorganic and Medicinal Chemistry,2014,vol. 22,p. 4694 - 4703

48
(E)-1-(4-(tert-butoxy)phenyl)-4,4-dimethylpent-1-en-3-one [ No CAS ]
[ 60480-83-3 ]
4-(3-(tert-butyl)-1-(2,4-dimethylphenyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 6513 - 6530

49
C₁₁H₁₇NO₄ [ No CAS ]
[ 60480-83-3 ]
8,10-dimethyl-5,6,11,11b-tetrahydro-1H-indolizino[8,7-b]indol-3(2H)-one [ No CAS ]

Reference： [1]Journal of Chemical Sciences,2015,vol. 127,p. 811 - 819

50
C₁₁H₁₇NO₄ [ No CAS ]
[ 60480-83-3 ]
1-(2-(5,7-dimethyl-1H-indol-3-yl)ethyl)pyrrolidine-2,5-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With sulfuric acid; for 12h;Reflux;	General procedure: A mixture of hydrazine hydrochloride (1 mmol) and masked aldehyde (1 mmol) in 100 mL of 4% H2SO4 was heated at reflux for 12 h. The reaction mixture was cooled to room temperature and treated with aqueous NaHCO3. The tryptamine product was extracted with CH2Cl2 (4 x 50 mL). The combined organic layer was dried over anhydrous Na2SO4, filtered and the solvent was evaporated under reduced pressure. The residue was purified through neutral alumina column chromatography using ethyl acetate:hexane (1:4) as eluent to give indolyl imides 3c, 3f-k as solid. 1-(2-(5,7-Dimethyl-1H-indol-3-yl)ethyl)pyrrolidine-2,5-dione (3c): 12d 148 mg, pale yellow solid, 55%yield; M.p. 192-193C; IR (KBr, cm-1): 3348, 3125,2860, 1769, 1691, 1405, 1264; 1H NMR (400 MHz,CDCl3): delta 7.84 (br s, 1H), 7.28 (s, 1H), 7.05 (d, J =2.2 Hz, 1H), 6.83 (s, 1H), 3.83-3.79 (m, 2H), 3.03-3.00 (m, 2H), 2.62 (s, 4H), 2.43 (s, 6H); 13C NMR(100 MHz, CDCl3) : 177.26, 134.09, 128.98, 127.27,124.42, 121.95, 119.97, 115.88, 112.25, 39.58, 28.15,23.47, 21.45, 16.51.

Reference： [1]Journal of Chemical Sciences,2015,vol. 127,p. 811 - 819

51
C₁₅H₂₃NO₄ [ No CAS ]
[ 60480-83-3 ]
10,12-dimethyl-2,3,4,4a,7,8,13b,13c-octahydro-1H-benzo[1,2]indolizino[8,7-b]indol-5(13H)-one [ No CAS ]

Reference： [1]Journal of Chemical Sciences,2015,vol. 127,p. 811 - 819

52
C₁₅H₂₃NO₄ [ No CAS ]
[ 60480-83-3 ]
2-(2-(5,7-dimethyl-1H-indol-3-yl)ethyl)-octahydro-1H-isoindole-1,3(2H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%	With sulfuric acid; for 12h;Reflux;	General procedure: A mixture of hydrazine hydrochloride (1 mmol) and masked aldehyde (1 mmol) in 100 mL of 4% H2SO4 was heated at reflux for 12 h. The reaction mixture was cooled to room temperature and treated with aqueous NaHCO3. The tryptamine product was extracted with CH2Cl2 (4 x 50 mL). The combined organic layer was dried over anhydrous Na2SO4, filtered and the solvent was evaporated under reduced pressure. The residue was purified through neutral alumina column chromatography using ethyl acetate:hexane (1:4) as eluent to give indolyl imides 3c, 3f-k as solid.

Reference： [1]Journal of Chemical Sciences,2015,vol. 127,p. 811 - 819

53
[ 2009-97-4 ]
[ 60480-83-3 ]
1-(2,4-dimethylphenyl)-4-((2,4-dimethylphenyl)diazenyl)-3-methyl-1H-pyrazol-5-ol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With silver trifluoromethanesulfonate; In acetonitrile; at 70℃; for 24h;Inert atmosphere;	General procedure: To 5.0 mL of acetonitrile was added Diazo beta-keto ester 0.5 mmol And arylhydrazine. Or arylhydrazine hydrochloride (1.2 mmol) was dissolved and AgOTf (26 mg, 20 mol%) was added. The reaction was confirmed by TLC under a nitrogen atmosphere while heating to 70 C.After completion of the reaction, volatile materials were removed under vacuum, and the residue was purified by silica gel column chromatography (hexane: ethyl acetate = 30: 1) to obtain a solid compound.

Reference： [1]Advanced Synthesis and Catalysis,2015,vol. 357,p. 2657 - 2664
[2]Patent: KR2018/3667,2018,A .Location in patent: Paragraph 0052-0055; 0076; 0077; 0119

54
[ 60480-83-3 ]
[ 128495-46-5 ]
E-N-(2,4-dimethylphenyl)-2,2,2-trifluoro-N'-(4-fluoro-3-methoxybenzylidene)acetohydrazide [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569

55
[ 60480-83-3 ]
[ 128495-46-5 ]
C₁₆H₁₇FN₂O [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569

56
[ 60480-83-3 ]
[ 205187-83-3 ]
C₁₈H₂₃N₃O [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569

57
2-(4-formyl-2-methoxybenzylidene)malononitrile [ No CAS ]
[ 60480-83-3 ]
C₂₀H₁₈N₄O [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569

58
[ 60480-83-3 ]
[ 591-31-1 ]
(E)-N-(2,4-dimethylphenyl)-2,2,2-trifluoro-N'-(3-methoxybenzylidene)-acetohydrazide [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569

59
[ 60480-83-3 ]
[ 591-31-1 ]
1-(2,4-dimethylphenyl)-2-(3-methoxybenzylidene)hydrazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol; at 20℃; for 1h;	3<strong>[60480-83-3](2,4-dimethylphenyl) hydrazine hydrochloride</strong> was obtained by dissolving 3-methoxybenzaldehyde (1a) (0.10 g, 0.7 mmol) in ethanol (10 mL) (0.13 g, 0.7 mmol). The mixture was stirred at room temperature for 1 hour, then concentrated under reduced pressure and the obtained residue was used for the next reaction without further purification. Triethylamine (0.3 mL, 2.2 mmol) was added to a solution of benzylidene hydrazine thus obtained in dichloromethane (5 mL), trifluoroacetic anhydride (0.1 mL, 1.1 Mmol) is slowly added at 0 C. The reaction solution was stirred for 1 hour and concentrated under reduced pressure. The obtained concentrate was purified by silica gel column chromatography (hexane: ether = 8: 1) to obtain 3a compound in the form of yellow powder(47% yield)

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569
[2]Patent: KR2017/17173,2017,A .Location in patent: Paragraph 0039; 0040

60
[ 80410-57-7 ]
[ 60480-83-3 ]
C₁₆H₁₇N₃O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol; at 20℃; for 1h;	3-methoxy-4-nitrobenzaldehyde (1b) (0.15 g, 0.8 mmol) was dissolved in ethanol (15 mL) and then treated with <strong>[60480-83-3](2,4-dimethylphenyl)hydrazine hydrochloride</strong>(0.14 g, 0.8 mmol). The mixture was stirred at room temperature for 1 hour, then concentrated under reduced pressure and the obtained residue was used for the next reaction without further purification. Trifluoroacetic anhydride (0.17 mL, 1.2 mmol) was added to a solution of benzylidene hydrazine thus obtained in dichloromethane (10 mL) and pyridine (0.2 mL, 2.5 mmol) It is slowly added at 0C . The reaction solution was stirred for 1 hour and then concentrated under reduced pressure. The obtained concentrate was purified by silica gel column chromatography (hexane: ether = 8: 1) to obtain the compound 3b in the form of yellow powder (30% yield)

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569
[2]Patent: KR2017/17173,2017,A .Location in patent: Paragraph 0044; 0045

61
[ 69404-94-0 ]
[ 60480-83-3 ]
C₂₂H₃₂N₂O₂Si [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol; at 20℃; for 1h;	4-[(tert-butyldimethylsilyl)oxy]-3-methoxybenzaldehyde(1d) (0.27 g, 1.0 mmol) was dissolved in ethanol (20 mL) <strong>[60480-83-3](2,4-dimethylphenyl) hydrazine hydrochloride</strong> (0.18 g, 1.0 mmol), and the mixture was stirred at room temperature for 1 hour. The mixture was concentrated under reduced pressure and the resulting residue was used in the next reaction without further purification. Triethylamine (0.43 mL, 3.1 mmol) was added to a solution of benzylidene hydrazine thus obtained in dichloromethane (15 mL), trifluoroacetic anhydride (0.21 mL, 1.5 Mmol) is slowly added at 0 C. The reaction solution was stirred for 1 hour and then concentrated under reduced pressure. The resulting concentrate was purified by silica gel column chromatography (hexane: ethyl acetate = 20: 1) to obtain (E)-N'-(4-(tert-butyldimethylsilyloxy)-3-methoxybenzylidene)-N-(2,4-dimethylphenyl)-2,2,2-trifluoroacetohydrazide

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569
[2]Patent: KR2017/17173,2017,A .Location in patent: Paragraph 0049; 0050

62
[ 60480-83-3 ]
[ 120-14-9 ]
C₁₇H₂₀N₂O₂ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569

63
[ 60480-83-3 ]
[ 248263-04-9 ]
E-N-(2,4-dimethylphenyl)-2,2,2-trifluoro-N'-((2-methoxy-[1,1'-biphenyl]-4-yl)methylene)acetohydrazide [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569

64
[ 60480-83-3 ]
[ 248263-04-9 ]
C₂₂H₂₂N₂O [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569

65
[ 24973-22-6 ]
[ 60480-83-3 ]
C₁₇H₂₀N₂O [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 9564 - 9569

66
[ 60480-83-3 ]
2-[5,7-dimethyl-2-(trifluoromethyl)-1H-indol-3-yl]ethanamine oxalate [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2015,vol. 2015,p. 6479 - 6488

67
[ 60480-83-3 ]
2-trifluoromethyl-Δ¹-pyrroline [ No CAS ]
C₁₃H₁₅F₃N₂ [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2015,vol. 2015,p. 6479 - 6488

68
[ 64-17-5 ]
C₂₈H₄₂O₄ [ No CAS ]
[ 60480-83-3 ]
C₃₇H₅₂N₂O₂ [ No CAS ]

Reference： [1]RSC Advances,2015,vol. 5,p. 106551 - 106560

69
[ 924-44-7 ]
[ 60480-83-3 ]
C₁₂H₁₆N₂O₂ [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2016,vol. 358,p. 1073 - 1077

70
[ 60480-83-3 ]
ethyl 5-amino-1-(2,4-dimethylphenyl)-4-phenyl-1H-pyrazole-3-carboxylate [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2016,vol. 358,p. 1073 - 1077

71
[ 1162-53-4 ]
[ 60480-83-3 ]
(3S,16R,17S)-3'-methyl-1'-(2",4"-dimethyl)phenyl-2'-pyrazolino[4',5':17,16]androst-5-en-3-ol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87%	With toluene-4-sulfonic acid; In ethanol; at 100℃; for 0.333333h;Microwave irradiation;	General procedure: To a solution of 2 (1.00 mmol, 315 mg) in EtOH (6 mL), PTSA monohydrate (1.00 mmol, 190 mg) and substituted phenylhydrazine hydrochloride (3b-i, 1.20 mmol) were added, and the mixture was irradiated in a closed vessel at 100 C for 20 min. After completion of the reaction, the mixture was poured into water (10 mL), neutralized by the addition of NaHCO3 and extracted with CH2Cl2 (2 15 mL). The combined organic phases were dried with anhydrous Na2SO4 and concentrated in vacuo. The crude product was purified by column chromatography with EtOAc/CH2Cl2 = 5:95 and recrystallized from acetone.

Reference： [1]Steroids,2016,vol. 112,p. 36 - 46

72
C₁₄H₁₇NO₄ [ No CAS ]
[ 60480-83-3 ]
ethyl 1-(2,4-dimethylphenyl)-4-methyl-3-phenyl-1H-pyrazole-5-carboxylate [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,2016,vol. 53,p. 840 - 848

73
[ 60480-83-3 ]
[ 141-97-9 ]
[ 68-12-2 ]
C₂₅H₂₆N₄O₂ [ No CAS ]

Reference： [1]RSC Advances,2016,vol. 6,p. 56323 - 56329

74
1-(3-(1,3-dioxan-2-yl)propyl)-3-benzylpyrrolidine-2,5-dione [ No CAS ]
[ 60480-83-3 ]
3-benzyl-1-(2-(5,7-dimethyl-1H-indol-3-yl)ethyl)-pyrrolidine-2,5-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sulfuric acid; at 80℃; for 12h;	General procedure: A mixture of substituted phenylhydrazine hydrochloride (1.5 mmol) and 1-(3-(1,3-dioxan-2-yl)propyl)-3-benzylpyrrolidine-2,5-dione (1.5 mmol) in 100 mL of 4 % H2SO4 was heated at reflux for 12 h. The reaction mixture was cooled to room temperature and treated with saturated aq. NaHCO3. The tryptamine product was extracted with CH2Cl2 (4 x 50 mL). The combined organic layer was dried over anhydrous Na2SO4, filtered and the solvent was evaporated under reduced pressure. The residue was purified through neutral alumina column chromatography using ethyl acetate : hexane (1:4) as eluent to give 3b-3g in pure form.

Reference： [1]Synthesis,2017,vol. 49,p. 1053 - 1064

75
C₁₇H₁₉NO₄ [ No CAS ]
[ 60480-83-3 ]
C₂₃H₂₂N₂O₃ [ No CAS ]

Reference： [1]RSC Advances,2017,vol. 7,p. 11796 - 11802

76
[ 110-91-8 ]
[ 201230-82-2 ]
[ 60480-83-3 ]
(2,4-dimethylphenyl)(morpholino)methanone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 4970 - 4976

77
[ 201230-82-2 ]
[ 60480-83-3 ]
[ 108-95-2 ]
phenyl 2,4-dimethylbenzoate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 4970 - 4976

78
[ 201230-82-2 ]
[ 60480-83-3 ]
[ 536-74-3 ]
1,5-bis(2,4-dimethylphenyl)-3-phenyl-1H-pyrazole [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 3466 - 3469

79
[ 58518-08-4 ]
[ 60480-83-3 ]
C₁₈H₁₅F₃N₂ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 7200 - 7214

80
[ 58518-08-4 ]
[ 60480-83-3 ]
3-(trifluoromethyl)-1-(2,4-dimethylphenyl)-5-phenyl-1H-pyrazole [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2017,vol. 82,p. 7200 - 7214

81
[ 60480-83-3 ]
benzyl (3-(5,7-dimethyl-1H-indol-3-yl)propyl)((perfluorobenzoyl)oxy)carbamate [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2017,vol. 56,p. 14531 - 14535
Angew. Chem.,2017,vol. 129,p. 14723 - 14727,5

82
[ 60480-83-3 ]
benzyl 5,7-dimethylspiro[indole-3,2'-pyrrolidine]-1'-carboxylate [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2017,vol. 56,p. 14531 - 14535
Angew. Chem.,2017,vol. 129,p. 14723 - 14727,5

83
[ 110-87-2 ]
[ 60480-83-3 ]
3-(5,7-dimethyl-1H-indol-3-yl)propan-1-ol [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2017,vol. 56,p. 14531 - 14535
Angew. Chem.,2017,vol. 129,p. 14723 - 14727,5

84
[ 19358-41-9 ]
[ 60480-83-3 ]
C₁₅H₁₅ClN₂O₂*ClH [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; In dichloromethane; at 0℃; for 2h;	General procedure: To a solution of 2-chlorophenyl chloroformate (0.01 mol) in dichloromethane (15 mL), a solution of phenylhydrazinehydrochlorides (2a-f) (0.01 mol) in dichloromethane (10 mL) and pyridine (7-8 drops) were added. Then the mixture was stirred at room temperature for 2-3 h. The progress of the reaction was monitored by TLC. After completion, the reaction mixture was poured in to ice cold water, solids separated were filtered, washed successively with ice cold hydrochloric acid (5 %) and water and dried to obtain the hydrazones (3a-f).

Reference： [1]Asian Journal of Chemistry,2017,vol. 29,p. 1687 - 1689

85
[ 711-79-5 ]
[ 60480-83-3 ]
2-[1-(2-(2,4-dimethylphenyl)hydrazono)ethyl]naphthalen-1-ol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With sodium acetate; In ethanol; water;Heating;	General procedure: A series of new hydrazones were synthesized by a known procedure [11], 1-(1-hydroxynaphthalen-2-yl)ethanone (1) (0.001 mol) in 15 mL ethyl alcohol was added to a solution of phenylhydrazine hydrochlorides 2(a-f) (0.001 mol) and sodium acetate (0.01 mol) in water and the mixture was heated at 90-95 C for 3 h. After completion of reaction, it was allowed to cool to room temperature, precipitated hydrazones were collected and purified by crystallization from methanol to give the compounds 3(a-f).

Reference： [1]Asian Journal of Chemistry,2017,vol. 29,p. 1549 - 1554

86
[ 711-79-5 ]
[ 60480-83-3 ]
3-(1-hydroxynaphthalen-2-yl)-1-(2,4-dimethylphenyl)-1H-pyrazole-4-carbaldehyde [ No CAS ]

Reference： [1]Asian Journal of Chemistry,2017,vol. 29,p. 1549 - 1554

87
[ 186534-02-1 ]
[ 60480-83-3 ]
C₁₆H₂₀N₄*ClH [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	for 0.166667h;Inert atmosphere;	10052] In 10 mL of methanol was dissolved 2,4-dimeth- ylphenylhydrazide hydrochloride (1.72 g, 10 mmol). To the solution, <strong>[186534-02-1]3,5,6-trimethylpyrazine-2-carbaldehyde</strong> (1.50 g, 12 mmol) was added with an ice-bath under the protection of N2. After the mixture was stirred for 10 mm, a lot of brick red precipitate showed and the reaction was then complete. The mixture was filtered through a suction funnel, and the brick red solid was transferred to a vacuum oven to be dried for using directly in the next reaction step of the reaction. The red brick intermediate (3.04 g, 10 mmol) was dissolved in 25 mL of methanol, and 1.68 ml of anhydrous triethylamine and 1.7 ml of trifluoroacetic anhydride were added respectively with an ice-bath under the protection of N2, and the reaction was run for 30 minutes. The reaction was monitored by TLC till completion. The resulting material was extracted with Ethyl acetate, dried over anhydrous Na2504, separated by a silica gel colunm (ethyl acetate:petroleum ether=1 :3) to get T-006 as a light yellow solid (3.25 g, 89.3%). ESI-MS: [M+H] mlz 365.1. ?H-NMR (CDC13, 300 MHz) oe: 2.1 (s, 3H), 2.42 (s, 3H), 2.46 (s, 3H), 2.54 (s, 3H), 2.85 (s, 3H), 7.08 (d, j=7.05 Hz, 1H), 7.24 (d, J=7.21 Hz, 1H), 7.25 (s, 1H), 7.55 (s, 1H); Anal.

Reference： [1]Patent: US2018/346430,2018,A1 .Location in patent: Paragraph 0038; 0052

88
[ 186534-02-1 ]
[ 60480-83-3 ]
C₁₆H₂₀N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; for 0.166667h;Cooling with ice; Inert atmosphere;	In 10 mL of methanol was dissolved 2,4-dimethylphenylhydrazide hydrochloride (1.72 g, 10 mmol). To the solution, <strong>[186534-02-1]3,5,6-trimethylpyrazine-2-carbaldehyde</strong> (1.50 g, 12 mmol) was added with an ice-bath under the protection of N2. After the mixture was stirred for 10 min, a lot of brick red precipitate showed and the reaction was then complete. The mixture was filtered through a suction funnel, and the brick red solid was transferred to a vacuum oven to be dried for using directly in the next reaction step of the reaction. The red brick intermediate (3.04 g, 10 mmol) was dissolved in 25 mL of methanol, and 1.68 ml of anhydrous triethylamine and 1.7 ml of trifluoroacetic anhydride were added respectively with an ice-bath under the protection of N2, and the reaction was run for 30 minutes. The reaction was monitored by TLC till completion. The resulting material was extracted with Ethyl acetate, dried over anhydrous Na2SO4, separated by a silica gel column (ethyl acetate:petroleum ether=1: 3) to get T-006 as a light yellow solid (3.25 g, 89.3%). ESI-MS: [M+H]+ m/z 365.1. 1H-NMR (CDCl3, 300 MHz) delta: 2.1 (s, 3H), 2.42 (s, 3H), 2.46 (s, 3H), 2.54 (s, 3H), 2.85 (s, 3H), 7.08 (d, j=7.05 Hz, 1H), 7.24 (d, J=7.21 Hz, 1H), 7.25 (s, 1H), 7.55 (s, 1H); Anal. (C18H19F3N4O) C, H, C; found C, 59.44%, H, 5.319%, N, 15.23%; requires: C, 59.33%, H, 5.26%, N, 15.38%.

Reference： [1]Patent: US2019/218192,2019,A1 .Location in patent: Paragraph 0052

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
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P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
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P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
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P240	Ground/bond container and receiving equipment.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
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:
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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.
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P405	Store locked up.
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P411
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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
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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

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[ 60480-83-3 ] Synthesis Path-Upstream 1~1

[ 60480-83-3 ] Synthesis Path-Downstream 1~88

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Aryls

Amines

Hydrazines

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[ 60480-83-3 ]