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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 437640Generated: October 29, 2026

Benzene → N-{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}-2-nitrobenzamide hydrochloride

https://huagongshe.com/reaction/437640

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactant4-(4-Chlorophenyl)-4-hydroxypiperidineHCID 38282—
Reactant1-(2-Nitrobenzoyl)aziridineHCID 21428951—
SolventMethanolHCID 887—
ProductN-{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}-2-nitrobenzamide hydrochlorideHCID 21428974—

Reaction Steps

A mixture of 7.6 parts of 1-(2-nitrobenzoyl)aziridine, 8.46 parts of 4-(4-chlorophenyl)-4-piperidinol, 43.2 parts of benzene and 6.4 parts of methanol is stirred and refluxed for 1.50 hours. The reaction mixture is cooled and the product is extracted with trichloromethane. The extract is washed three times with water, dried, filtered and evaporated. The residue is converted into the hydrochloride salt in 2-propanone. The salt is filtered off and crystallized from a mixture of ethanol and 2,2'-oxybispropane. The product is filtered off and dried, yielding 6parts of N-{2-[4-(4-chlorophenyl)-4- hydroxy-1-piperidinyl]ethyl}-2-nitrobenzamide hydrochloride; mp. 174.1° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04031226
Source datasetuspto-grants-1977_06
ORD IDord-3e25ca36265c40bf95d834fea3b58e91
Source noteuspto-grants-1977_06