Diethyl 2-[chloro(phenyl)methylene]malonate → 1-(4-Cyanophenyl)-4-ethoxycarbonyl-2-methyl-3-phenyl-2H-pyrazol-5-one

HRID 1740074Notes

Reaction equation

HRID 1740074 reaction equation
Cl[C:2]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[C:3]([C:9]([O:11]CC)=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:20]([C:22]1[CH:27]=[CH:26][C:25]([NH:28][NH:29][CH3:30])=[CH:24][CH:23]=1)#[N:21]>C1(C)C=CC=CC=1>[C:20]([C:22]1[CH:23]=[CH:24][C:25]([N:28]2[C:9](=[O:11])[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[C:2]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:29]2[CH3:30])=[CH:26][CH:27]=1)#[N:21]

Participants

4

Reactant 2

HCID 11219800Diethyl 2-[chloro(phenyl)methylene]malonateHCID 218376391-(4-Cyanophenyl)-2-methylhydrazine

Product 1

HCID 218376511-(4-Cyanophenyl)-4-ethoxycarbonyl-2-methyl-3-phenyl-2H-pyrazol-5-oneYield 26.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4.7 g of the title compound was prepared as colorless crystals from 14.6 g of ethyl 3-chloro-2-ethoxycarbonyl-3-phenyl-acrylate, 11.0 g of 1-(4-cyanophenyl)-2-methyl-hydrazine and toluene in the same manner as in Reference Example 5.

Sources & evidence

ORD record
ord-a8b9df8b722d43b5af2a05e4ae40aedb
Source dataset
uspto-grants-1999_10
Patent number
US05968967

Reaction notes

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