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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2371004Generated: October 30, 2026

Thionyl Chloride → N-[2,6-dimethyl-4-{1-chloro-2,2,2-trifluoro-1-(trifluoromethyl)ethyl}phenyl]3-(benzoylamino)benzamide

https://huagongshe.com/reaction/2371004

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantN-[2,6-dimethyl-4-{1-hydroxy-2,2,2-trifluoro-1-(trifluoromethyl) ethyl}phenyl]3-(benzoylamino)benzamideHCID 23150030—
SolventPyridineHCID 1049—
ProductN-[2,6-dimethyl-4-{1-chloro-2,2,2-trifluoro-1-(trifluoromethyl)ethyl}phenyl]3-(benzoylamino)benzamideHCID 2315000975%

Reaction Steps

At room temperature, 8.0 g of N-[2,6-dimethyl-4-{1-hydroxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl}phenyl] 3-(benzoylamino)benzamide and 1.0 g of pyridine were introduced to 40 ml of thionyl chloride. Then, the temperature was elevated, and the mixture was stirred under reflux conditions. After the loss of the starting material was confirmed through TLC, the reaction solution was cooled and was concentrated under reduce pressure. Thus obtained residue was purified by silica gel chromatography (eluent:hexane:ethyl acetate=3:1) to give 6.2 g (yield 75%) of the title compound as a powder form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710234B2
Source datasetuspto-grants-2014_04
ORD IDord-03c06792ff9540a3a300a8257dd1b443
Source noteuspto-grants-2014_04