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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750143Generated: October 28, 2026

Chloroacetyl chloride → 2-Chloro-N-(5-chloro-2-hydroxyphenyl)acetamide

https://huagongshe.com/reaction/1750143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
Reactant2-Amino-4-chlorophenolHCID 7265—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
Product2-Chloro-N-(5-chloro-2-hydroxyphenyl)acetamideHCID 745427455%

Reaction Steps

To a cooled (0° C.) solution of 2-amino-4-chlorophenol (30 g, 209 mmol) in DCM (200 mL) and pyridine (17 mL) was added a solution of chloroacetyl chloride in DCM (23.6 g, 230 mmol in 75 mL). The mixture was allowed to reach rt slowly and was subsequently stirred for 18 h. The precipitate was filtered, washed with DCM, and dried overnight at 50° C. to give crude 2-chloro-N-(5-chloro-2-hydroxyphenyl)acetamide (intermediate 56) (26 g, 55%), as a brown solid which was used in the next step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156822B2
Source datasetuspto-grants-2015_10
ORD IDord-3c91bc869c2b4b2fa6983f505711757f
Source noteuspto-grants-2015_10