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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 543187Generated: October 31, 2026

Triethylamine → 1-{3-[4-(3-Trifluoromethyl-4-chlorobenzyl)piperazin-1-yl]propyl}-3-n-hexylurea dihydrochloride

https://huagongshe.com/reaction/543187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Chloro-4-(chloromethyl)-2-(trifluoromethyl)benzeneHCID 13094262—
Reactant1-(3-Piperazinylpropyl)-3-n-hexylureaHCID 57143247—
SolventEthanolHCID 702—
Product1-{3-[4-(3-Trifluoromethyl-4-chlorobenzyl)piperazin-1-yl]propyl}-3-n-hexylurea dihydrochlorideHCID 13606727115.7%

Reaction Steps

A mixture of 1-(3-piperazinylpropyl)-3-n-hexylurea (2.7 g; 10 mmole), 3-trifluoromethyl-4-chloro-benzyl chloride (2.29 g; 10 mmole), triethylamine (1.01 g; 10 mmole) and ethanol (30 ml) was refluxed for 3 hours. The solvent was evaporated in vacuo, and water was added to the residue. The product was extracted with ether, and the extract was dried (sodium sulfate) and concentrated. Precipitation of the oily residue with ethereal hydrochloric acid, followed by recrystallization from alcohol, provided the title compound (3.1 g; 58% yield) as colorless crystals, m.p. 216°-219° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04661481
Source datasetuspto-grants-1987_04
ORD IDord-ec5e8acdc7ad4825a7617784dd8cf890
Source noteuspto-grants-1987_04