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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596660Generated: November 1, 2026

Chloroacetyl chloride → 2-chloro-N-(2-chloro-6-fluorophenyl)-N-(4-methylphenyl)acetamide

https://huagongshe.com/reaction/1596660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantPentaneHCID 8003—
Reactant(2-Chloro-6-fluorophenyl)-P-tolyl-amineHCID 21100364—
SolventEthyl AcetateHCID 8857—
Product2-chloro-N-(2-chloro-6-fluorophenyl)-N-(4-methylphenyl)acetamideHCID 4672920—

Reaction Conditions

Temperature-15 °C

Reaction Steps

A mixture of 25 g (0.11 mol) N-(2′-chloro-6′-fluorophenyl)-4-methylaniline and 40 ml (0.5 mol) of chloroacetylchloride is heated under a nitrogen atmosphere for 15 minutes at 60°. The solvent is evaporated under reduced pressure to give an oil which is dissolved in 25 ml of ethyl acetate. Pentane (250 ml) is added dropwise over 15 minutes to precipitate the product. The mixture is cooled to −15° C. and the solid is filtered and washed with pentane to give N-(2′-chloro-6′-fluorophenyl)-N-chloroacetyl4-methylaniline, m.p. 80-83°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06291523B1
Source datasetuspto-grants-2001_09
ORD IDord-22811bd5b23049709b47b53d771ab910
Source noteuspto-grants-2001_09