925633-57-4|1-(3,4-Dimethylphenyl)-3-methyl-1H-pyrazol-5-ol| Ambeed

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CAS No. :	925633-57-4
Formula :	C₁₂H₁₄N₂O
M.W :	202.25
SMILES Code :	OC1=CC(C)=NN1C2=CC=C(C)C(C)=C2
MDL No. :	N/A

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Yield	Reaction Conditions	Operation in experiment
73%		Example 1; Preparation of 4-[2-(3-cyclohexyl-2-hydroxyphenyl)hydrazin-1-ylidene]-1-(3,4-dimethylphenyl)-3-methyl-4,5-dihydro-1H-pyrazol-5-one; Step 1:; Compound 1a (<strong>[60481-51-8]3,4-dimethylphenylhydrazine hydrochloride</strong>, Acros Catalog Number 408510250) (0.50 g, 2.9 mmol), ethyl acetoacetate (0.38 g, 2.9 mmol), and sodium acetate (0.24 g, 2.9 mmol) were heated in acetic acid (8 mL) to reflux at an oil bath temperature of 155 deg C. for 12 hours. The dark brown solution was allowed to cool, and the solvent was removed under reduced pressure. The brown residue was dissolved in ethyl ether (100 mL), washed sequentially with saturated sodium bicarbonate (3.x.10 mL), and saturated sodium chloride (3.x.10 mL) and dried over sodium sulfate. The solvent was removed under reduced pressure. The mixture was purified by silica gel chromatography with 40percent ethyl acetate-hexanes as eluant to afford Compound 1b as a brown oil which solidified upon standing (0.43 g, 73percent) (i.e., compound (v) in U.S. Pat. No. 7,160,870 B2 herein incorporated by reference in its entirety). 1H NMR (400 MHz, DMSO-d6) delta 11.24 (1H, s), 7.46 (1H, s), 7.39 (1H, dd, J=8.0, 2.0 Hz), 7.15 (1H, d, J=8.0 Hz), 5.34 (1H, s), 2.24 (3H, s), 2.21 (3H, s), 2.09 (3H, s).
71%	With sodium acetate; acetic acid; at 118℃; for 24h;	2-(3,4-Dimethylphenyl)hydrazinium chloride (900 g, 5.21 mol), ethyl acetoacetate (678 g, 5.21 mol), sodium acetate (428 g, 5.21 mol) and glacial acetic acid (10 L) were stirred at 118° C. for about 24 hours. The resulting mixture was cooled and concentrated, and the residue was dissolved in dichloromethane (10 L) and carefully washed with saturated sodium bicarbonate (3.x.3 L). The organic layer was concentrated to afford a solid. The solid was dissolved in ethanol (450 mL) under reflux. Petroleum ether (7.2 L) was slowly added, and the resulting mixture was cooled and filtered to afford the title compound (748 g, 71percent). PXRD analysis provided the diffractogram as shown in FIG. 31.

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Disposal
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CAS No.: 925633-57-4

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CAS No.: 925633-57-4

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[ 925633-57-4 ] Synthesis Path-Downstream 1~3

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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