Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614414Generated: October 30, 2026

Dimethylformamide → 3-chloro-2-fluoro-5-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/1614414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant3-Chloro-2-fluoro-5-(trifluoromethyl)benzoic acidHCID 2773751—
Product3-chloro-2-fluoro-5-(trifluoromethyl)benzamideHCID 277374699%

Reaction Conditions

Temperature75 °C

Reaction Steps

Thionyl chloride, 6.0 g (50 mmol) was added to a solution of 4.0 g (16 mmol) 3-chloro-2-fluoro-5-(trifluoromethyl) benzoic acid in 10 mL dimethylformamide. The reaction mixture was heated to 75° C. for 2 hours, cooled to room temperature and carefully added to 25 mL of ice cold ammonium hydroxide. The mixture was cooled to 0° C. and the solid product filtered, washed with water and dried to yield 3.96 g (99%) of 3-chloro-2-fluoro-5-(trifluoromethyl)benzamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05196593
Source datasetuspto-grants-1993_03
ORD IDord-34197cc3bbb645eea9c61c672de4193a
Source noteuspto-grants-1993_03