Pyridine → 1-(3-chlorophenyl)-3,5-dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester

HRID 413768

Reaction equation

HRID 413768 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([NH:9][NH2:10])[CH:6]=[CH:7][CH:8]=1.[CH2:11]([O:13][C:14](=[O:22])[CH:15]([C:19](=O)[CH3:20])[C:16](=O)[CH3:17])[CH3:12].N1C=CC=CC=1>C(O)C>[CH2:11]([O:13][C:14]([C:15]1[C:16]([CH3:17])=[N:10][N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([Cl:2])[CH:4]=2)[C:19]=1[CH3:20])=[O:22])[CH3:12]

Participants

5

Reactant 3

HCID 1049PyridineHCID 75331m-Chlorophenylhydrazine hydrochlorideHCID 79063Ethyl 2-acetylacetoacetate

Product 1

HCID 99654721-(3-chlorophenyl)-3,5-dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Similar to Example 1, equimolar amounts of 3-chlorophenylhydrazine hydrochloride and 2-acetyl-3-oxo-butyric acid ethyl ester were combined in a solution of 50% pyridine in ethanol. Analysis confirmed that the resulting solid was determined to be the named product (m.p. 56° C.-57° C.).

Sources & evidence

ORD record
ord-ebc6cf16b2664d0e90f4dbbec8f1d94a
Source dataset
uspto-grants-2003_05
Patent number
US06569885B1

Linked notes

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