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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27717Generated: October 25, 2026

Dichloromethane → N-(4-acetylamino-5-chloro-2-methoxyphenyl)-4-benzylpiperazine-1-carboxamide

https://huagongshe.com/reaction/27717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant1-BenzylpiperazineHCID 75994—
ReactantIsocyanateHCID 105034—
Reactant4-Acetylamino-5-chloro-2-methoxy-benzoyl azideHCID 20538742—
SolventTolueneHCID 1140—
ProductN-(4-acetylamino-5-chloro-2-methoxyphenyl)-4-benzylpiperazine-1-carboxamideHCID 20538750—

Reaction Steps

A solution of the 4-acetylamino-5-chloro-2-methoxy-benzoyl azide (e7) (1.35 g) in dry toluene (30 ml) was heated to 90° for 30 minutes with stirring under dry nitrogen until the evolution of nitrogen ceased. A dichloromethane solution of 1-benzylpiperazine (0.9 g) was then added to the cooled suspension of the isocyanate (e8) and the resulting solution stirred at room temperature for 1 hour. The reaction mixture was then poured into petrol (200 ml) and the precipitated solid filtered off. Recrystallisation from toluene give the N-(4-acetylamino-5-chloro-2-methoxyphenyl)-4-benzylpiperazine-1-carboxamide (e9) (1.4 g) m.p. 174°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04223034
Source datasetuspto-grants-1980_09
ORD IDord-cb73b9cea51b451aadaa1b85f473c6f0
Source noteuspto-grants-1980_09