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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1741061Generated: November 2, 2026

Dimethylcarbamoyl Chloride → N'-(4-Bromo-3-methylphenyl)-N,N-dimethylurea

https://huagongshe.com/reaction/1741061

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylcarbamoyl ChlorideHCID 6598—
ReactantTriethylamineHCID 8471—
Reactant4-Bromo-3-methylanilineHCID 23359—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductN'-(4-Bromo-3-methylphenyl)-N,N-dimethylureaHCID 1330916736.2%

Reaction Steps

4-Bromo-3-methylaniline (5.00 g, 27 mmol), triethylamine (3.9 ml, 28 mmol), 4-(dimethylamino)pyridine (0.5 g, 4 mmol) and dimethylcarbamyl chloride (2.6 ml, 28 mmol) were mixed in dichloromethane (100 ml), and left to stand for 2 weeks. The solution was then washed with dilute hydrochloric acid, dried (Na2SO4) and evaporated to give a solid. This was triturated with ether, and the solid was filtered off and dried, affording the title compound (2.51 g, 36%) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05972951
Source datasetuspto-grants-1999_10
ORD IDord-1955f43539e64b2591634fc1aac22dee
Source noteuspto-grants-1999_10