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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1576685Generated: October 27, 2026

4-Chloro-3-methylaniline → N-(4-Chloro-3-methylphenyl)-N'-(trifluoromethyl)urea

https://huagongshe.com/reaction/1576685

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-3-methylanilineHCID 23536—
ReactantTrifluoromethyl isocyanateHCID 12494313—
SolventTolueneHCID 1140—
ProductN-(4-Chloro-3-methylphenyl)-N'-(trifluoromethyl)ureaHCID 21511688—

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of 3-methyl-4-chloroaniline (70 grams; 0.5 mol) in toluene (150 ml) is placed into a pressure vessel, and is cooled in an acetone-dry ice bath. Trifluoromethyl isocyanate (56 grams; 0.5 mol) is added and the pressure vessel is sealed. The reaction mixture is warmed to about 25° C. and is allowed to stand for about 24 hours. After this time the reaction vessel is opened and its contents are stripped of toluene by evaporation under reduced pressure. The residue is then recrystallized to yield N-(3-methyl-4-chlorophenyl)-N'-trifluoromethyl urea.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03982019
Source datasetuspto-grants-1976_09
ORD IDord-3271ce83b27049beab67e95b83b7175a
Source noteuspto-grants-1976_09