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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542386Generated: October 31, 2026

Chloroacetyl chloride → N-(4,6-dimethoxypyrimidin-5-yl)chloroacetamide

https://huagongshe.com/reaction/542386

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
Reactant4,6-Dimethoxypyrimidin-5-amineHCID 2817979—
SolventDichloromethaneHCID 6344—
ProductN-(4,6-dimethoxypyrimidin-5-yl)chloroacetamideHCID 15585336—

Reaction Steps

A sulphonation flask is charged with 310 g 5-amino-4,6-dimethoxypyrimidin and 3500 ml dry CH2Cl2. To this mixture is added, within 15 minutes, a solution of 248.6 g chloroacetyl chloride in 400 ml dry CH2Cl2. The reaction is exothermic, the temperature rises from 14° to 32° and a suspension is formed. The reaction mixture is heated under reflux for 2 hours, then cooled to ambient temperature and evaporated till dryness. The solid residue is suspended in 3 l ice water, the suspension adjusted at pH 7-8 with diluted NaOH, cooled to 5° and sucked-off. The precipitate is washed twice with 500 ml ice water and then dried in vacuum at 60° to give the title compound, m.p. 193°-195°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04657579
Source datasetuspto-grants-1987_04
ORD IDord-a82ed227ee60475cb45998e02ccc696a
Source noteuspto-grants-1987_04