m-Chlorophenylhydrazine hydrochloride → HCID 2766650, compound

HRID 1154988Notes

Reaction equation

HRID 1154988 reaction equation
[C:1]([O:11]C)(=O)[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:3].Cl.[Cl:14][C:15]1[CH:16]=[C:17]([NH:21][NH2:22])[CH:18]=[CH:19][CH:20]=1>CO>[Cl:14][C:15]1[CH:16]=[C:17]([N:21]2[C:1](=[O:11])[C:2]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=3)=[CH:3][NH:22]2)[CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 75331m-Chlorophenylhydrazine hydrochlorideHCID 193334Methyl atropate

Product 1

HCID 2766650HCID 2766650, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 10.5 grams of the atropic acid, methyl ester, 9.1 grams 3-chlorophenylhydrazine hydrochloride, and 200 ml. methanol was refluxed overnight. The reaction product mixture was washed up in the usual manner to yield 11 grams of crude 1-(3-chlorophenyl)-4-phenyl-3-pyrazolin-5-one. A sample recrystallized from methanol had a melting point of about 211°-212° C.

Workup

  1. washThe reaction product mixture was washed up in the usual manner

Sources & evidence

ORD record
ord-67447b06de8f478cb9bd018945c6de5c
Source dataset
uspto-grants-1981_11
Patent number
US04299614

Reaction notes

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