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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2414099Generated: October 31, 2026

Pyridine → 2-chloro-N-(3-chloro-4-fluorophenyl)acetamide

https://huagongshe.com/reaction/2414099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantChloroacetyl chlorideHCID 6577—
Reactant3-Chloro-4-fluoroanilineHCID 9708—
SolventTolueneHCID 1140—
Product2-chloro-N-(3-chloro-4-fluorophenyl)acetamideHCID 73584989%

Reaction Steps

To 130 ml of toluene was added, with stirring, 24.0 g (0.165 mole) of 3-chloro-4-fluoroaniline and 13.5 ml (0.166 mole) of pyridine. The resulting solution was cooled to ca 0° C. and 13.2 ml (0.166 mole) of 2-chloroacetyl chloride was added. The reaction mixture was stirred at room temperature for 5 hours and then it was extracted twice with 100 ml of 1N hydrochloric acid, followed by 100 ml of saturated sodium chloride solution. The resulting toluene solution was dried using magnesium sulfate, and then it was concentrated in vacuo to give 32.6 g (88% yield) of N-(2-chloroacetyl)-3-chloro-4-fluoroaniline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04721712
Source datasetuspto-grants-1988_01
ORD IDord-dc104ffcc9304e03a4804c2a958c12fc
Source noteuspto-grants-1988_01