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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614415Generated: October 30, 2026

Dimethylformamide → 3-Chloro-2-fluoro-5-(trifluoromethyl)benzonitrile

https://huagongshe.com/reaction/1614415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantThionyl ChlorideHCID 24386—
Reactant3-chloro-2-fluoro-5-(trifluoromethyl)benzamideHCID 2773746—
SolventPentaneHCID 8003—
Product3-Chloro-2-fluoro-5-(trifluoromethyl)benzonitrileHCID 1977382471%

Reaction Steps

Thionyl chloride, 6.0 g (50 mmol) was added to a slurry of 4.0 g (16 mmol) 3-chloro-2-fluoro-5-(trifluoromethyl) benzamide and 15 mL dimethylformamide at 0° C. After stirring for one hour the reaction mixture was diluted with 25 mL pentane and neutralized by dropwise addition of a saturated potassium carbonate solution and filtered. The pentane solution was dried and distilled to yield 3-chloro-2-fluoro-5-(trifluoromethyl) benzonitrile in 71% yield, bp 75°-85° C./20 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05196593
Source datasetuspto-grants-1993_03
ORD IDord-ba2efb7eac4e419c9e325dd9a71aea9a
Source noteuspto-grants-1993_03