Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993819Generated: October 26, 2026

Thiophosgene → 4-(2,5-Dichloro-phenoxy)-3-fluoro-phenylisothiocyanate

https://huagongshe.com/reaction/1993819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophosgeneHCID 10040—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(2,5-Dichlorophenoxy)-3-fluoroanilineHCID 28972706—
SolventChloroformHCID 6212—
Product4-(2,5-Dichloro-phenoxy)-3-fluoro-phenylisothiocyanateHCID 5979766397.4%

Reaction Steps

4-(2,5-Dichloro-phenoxy)-3-fluoro-phenylamine (1.36 g, 5 mmol) was dissolved in 150 ml of chloroform and 100 ml of saturated aqueous sodium bicarbonate was added. To this biphasic mixture was added dropwise a solution of thiophosgene (0.39 ml, 5 mmol) in 30 ml of chloroform at room temperature with vigorous stirring. The mixture was stirred vigorously for 1 hour at room temperature. The bottom layer of the mixture was separated, and the aqueous layer was extracted twice with CHCl3. The combined organic solution was washed with water, dried over Mg2SO4 and evaporated to give 1.53 g (97.4%) of crude product used for next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652047B2
Source datasetuspto-grants-2010_01
ORD IDord-6fe761cb03734ba2a04b4d8b5baee41c
Source noteuspto-grants-2010_01