Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1280580Generated: November 3, 2026

Phosphorus tribromide → [(2-Chlorophenyl)amino]-n-[5-(bromomethyl)-2-methylthiopyrimidin-4-yl]carboxamide

https://huagongshe.com/reaction/1280580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant[(2-Chlorophenyl)amino]-n-[5-(hydroxymethyl)-2-methylthiopyrimidin-4-yl]carboxamideHCID 23381141—
SolventTetrahydrofuranHCID 8028—
Product[(2-Chlorophenyl)amino]-n-[5-(bromomethyl)-2-methylthiopyrimidin-4-yl]carboxamideHCID 2338112571%

Reaction Steps

[(2—Chlorophenyl)amino]-N-[5-(hydroxymethyl)-2-methylthiopyrimidin-4-yl]carboxamide (1363 g) was mixed with 8L of tetrahydrofuran and mechanical stirring begun under nitrogen. Then phosphorus tribromide (135 mL) in 800 mL tetrahydrofuran were added to the mixture over 15 minutes. Stirring was continued for 4 hours, at which time the reaction was stopped and filtered. The filter cake was washed once with tetrahydrofuran and dried overnight at 55° C. in vacuum oven to give 1360 g (71%) of [(2-chlorophenyl)amino]-N-[5-(bromomethyl)-2-methylthiopyrimidin-4-yl]carboxamide (M+1 377).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06451804B1
Source datasetuspto-grants-2002_09
ORD IDord-e1f2f59b002f42e5a8fb50fc3f32f134
Source noteuspto-grants-2002_09