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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487008Generated: October 31, 2026

Lawesson's reagent → 4-Chloro-3,5-bis(trifluoromethyl)benzothioamide

https://huagongshe.com/reaction/1487008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant4-Chloro-3,5-bis(trifluoromethyl)benzamideHCID 86730370—
SolventTolueneHCID 1140—
Product4-Chloro-3,5-bis(trifluoromethyl)benzothioamideHCID 86730369158%

Reaction Conditions

Temperature90 °C

Reaction Steps

4-Chloro-3,5-bis(trifluoromethyl)benzamide (1.2 g, 1.0 eq.) was dissolved in toluene (20 mL) and Lawesson's reagent (3.32 g, 2.0 eq.) was added. The reaction mixture was stirred at 90° C. for 8 h then filtered. The filtrate was poured into water. The compound was extracted with EtOAc (3×100 mL). The combined organic layers was washed with brine (3×50 mL), dried over Na2SO4, filtered, and concentrated under reduced pressure (25° C., 20 mmHg) to afford 2 g of 4-chloro-3,5-bis(trifluoromethyl)benzothioamide (95% yield), which was used in the next step with no further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428490B2
Source datasetuspto-grants-2016_08
ORD IDord-29621a44a4074a48b71c833cb8186481
Source noteuspto-grants-2016_08