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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2049462Generated: October 26, 2026

Benzoyl chloride, 3-chloro- → trans-m-Chloro-N-[2-(dimethylamino)cyclohexyl]-benzamide

https://huagongshe.com/reaction/2049462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chloride, 3-chloro-HCID 69252—
ReactantN1,N1-dimethylcyclohexane-1,2-diamineHCID 12447266—
Producttrans-m-Chloro-N-[2-(dimethylamino)cyclohexyl]-benzamideHCID 5397936362%

Reaction Steps

This titled amide was prepared by general procedure B from 2-(dimethylamino)cyclohexylamine and 3-chlorobenzoyl chloride. The crude product was crystallized from ether-petroleum ether (30°-60°); yield 62%, m.p. 112°-113°. The analytical sample melted at 112.5°-113.5°. uv sh 217 nm (ε 11,850); sh 226 (9,550); sh 277 (1,200); sh 287 (623). ir NH/=CH 3320, 3070; N-alkyl 2760; C=O 1635; C=C 1595, 1570; amide II 1545. NMR in CDCl3 (100 MHz) was in accord. Mass spectrum M+ 280.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04197308
Source datasetuspto-grants-1980_04
ORD IDord-757d3325fcef4409850bdb03d247855e
Source noteuspto-grants-1980_04