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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56042Generated: October 28, 2026

Thionyl Chloride → N-chloromethyl-2-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/56042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantN-(Hydroxymethyl)-2-(trifluoromethyl)benzamideHCID 68429331—
SolventDichloromethaneHCID 6344—
ProductN-chloromethyl-2-(trifluoromethyl)benzamideHCID 118071537100.6%

Reaction Steps

To 15.50 g of N-hydroxymethyl-2-(trifluoromethyl)benzamide in 200 ml of dichloromethane, 16.83 g of thionyl chloride was added dropwise with stirring under cooling with ice, and after the addition, the mixture was stirred at room temperature for another 3 hours. After completion of the reaction, the solvent was evaporated under reduced pressure, and the precipitated solid was washed with 50 ml of hexane to obtain 16.90 g of the desired product as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434684B2
Source datasetuspto-grants-2016_09
ORD IDord-1fee9fa51097432dafd8511e36610e76
Source noteuspto-grants-2016_09