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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192856Generated: November 2, 2026

Thiophosgene → 4-Isothiocyanato-2-(trifluoromethyl)benzonitrile

https://huagongshe.com/reaction/1192856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophosgeneHCID 10040—
Reactant4-Amino-2-(trifluoromethyl)benzonitrileHCID 522170—
SolventWaterHCID 962—
Product4-Isothiocyanato-2-(trifluoromethyl)benzonitrileHCID 1161554099.2%

Reaction Steps

4-Amino-2-trifluoromethylbenzonitrile (2.23 g, 12 mmol) was added portionwise over 15 min into a well-stirred heterogeneous mixture of thiophosgene (1 mL, 13 mmol) in water (22 mL) at room temperature. Stirring was continued for an additional 1 h. The reaction medium was extracted with chloroform (3×15 mL). The combined organic phase was dried over MgSO4 and evaporated to dryness under reduced pressure to yield desired product 4-Isothiocyanato-2-trifluoromethylbenzonitrile (96) (2.72 g, 11.9 mmol, 99%) as brownish solid and was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680291B2
Source datasetuspto-grants-2014_03
ORD IDord-b15fb27bc34e483e852f2c822367d87a
Source noteuspto-grants-2014_03