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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240367Generated: October 26, 2026

Thiophosgene → 2-Fluoro-1-isothiocyanato-3-trifluoromethyl-benzene

https://huagongshe.com/reaction/2240367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophosgeneHCID 10040—
Reactant3-Amino-2-fluorobenzotrifluorideHCID 145569—
ReactantSodium BicarbonateHCID 516892—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product2-Fluoro-1-isothiocyanato-3-trifluoromethyl-benzeneHCID 8340240791%

Reaction Steps

To a two phase solution of 2-fluoro-3-trifluoromethyl-phenylamine (2 g, 11.17 mmole) in dichloromethane (40 ml) and sodium bicarbonate (6.57 g, 78.19 mmole) in water (30 ml) at 0° C. was added dropwise a solution of thiophosgene (1.28 g, 11.17 mmole) in dichloromethane (10 ml). After 2 hrs, the organic layer was separated, washed sequentially with 1M NaHCO3, brine and water. The organic layer was dried over Na2SO4, filtered and concentrated to yield 2.2 g (91%) of product as a viscous liquid. MS (ESI+) m/z 221 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723367B2
Source datasetuspto-grants-2010_05
ORD IDord-86d9f4c08ec9444695bc6c53d1535e34
Source noteuspto-grants-2010_05