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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603341Generated: October 26, 2026

Chloroacetyl chloride → 2-Chloro-N-(4-ethylphenyl)-N-(2,3,5,6-tetrafluorophenyl)acetamide

https://huagongshe.com/reaction/603341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium BicarbonateHCID 516892—
ReactantN-(4-Ethylphenyl)-2,3,5,6-tetrafluoroanilineHCID 21938675—
SolventTolueneHCID 1140—
Product2-Chloro-N-(4-ethylphenyl)-N-(2,3,5,6-tetrafluorophenyl)acetamideHCID 2193867869.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

N-(2′,3′,5′,6′-tetrafluorophenyl)-4-ethylanilin (2.05 g) and chloro acetylchloride (1.99 g) is mixed without solvent and heated with stirring to 90° C. under nitrogen for 20 h. Tetrahydrofurane (10 ml) and aqueous sodium bicarbonate are added after cooling and stirring is continued for about 1 hour. The organic phase is diluted with toluene and washed with water three times and dried over magnesium sulfate. Evaporation and chromatography of the residue (silica, toluene) gave N-(2′,3′,5′,6′-tetrafluorophenyl)-N-chloroacetyl-4-ethylaniline (1.84 g) as a solid which is recrystallised from heptane, mp.: 72° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906677B2
Source datasetuspto-grants-2011_03
ORD IDord-1166832e05de4e5781426459d81b261c
Source noteuspto-grants-2011_03