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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1605709Generated: October 26, 2026

2-Methylbenzenesulfonic acid → 3-Amino-1-(3-chloro-4-bromobenzyl)-pyrazol-5-one

https://huagongshe.com/reaction/1605709

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methylbenzenesulfonic acidHCID 6925—
Reactantbeta-Aminobeta-ethoxyacrylic acid ethyl esterHCID 278451—
Reactant[(4-Bromo-3-chlorophenyl)methyl]hydrazineHCID 20495799—
SolventEthanolHCID 702—
Product3-Amino-1-(3-chloro-4-bromobenzyl)-pyrazol-5-oneHCID 20367220—

Reaction Steps

48.8 g of 4-bromo-3-chlorobenzylhydrazine are added dropwise under nitrogen to a solution of 33.2 g of β-amino-β-ethoxyacrylic acid ethyl ester and 1.5 g of toluenesulphonic acid in 150 ml of ethanol. After stirring for a further two hours, the mixture was left to stand and the compound identified above began to crystallise out after four hours. It was filtered off and twice recrystallised from ethanol. Melting point: 145°-146°, 23 g (37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03950528
Source datasetuspto-grants-1976_04
ORD IDord-1a3479f573c34a72bc936c38411f997a
Source noteuspto-grants-1976_04