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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172121Generated: October 26, 2026

Thionyl Chloride → 4-Chloromethyl-5-chloro-3-methylisothiazole

https://huagongshe.com/reaction/1172121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(5-Chloro-3-methyl-isothiazol-4-yl)-methanolHCID 17862899—
SolventChloroformHCID 6212—
Product4-Chloromethyl-5-chloro-3-methylisothiazoleHCID 17862905100.2%

Reaction Steps

3.26 g (27.44 mmoles) of thionyl chloride was added, at room temperature, to a solution of 1.50 g (9.15 mmoles) of (5-chloro-3-methyl-isothiazol-4-yl)-methanol dissolved in 10 ml of chloroform. The mixture was stirred for 3 hours to give rise to a reaction. After confirmation of the completion of the reaction, the reaction mixture was subjected to vacuum distillation to remove the solvent contained therein, to obtain 1.67 g (yield: quantitative) of 4-chloromethyl-5-chloro-3-methylisothiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07833939B2
Source datasetuspto-grants-2010_11
ORD IDord-19652f7fa267467aa67009aaa589f151
Source noteuspto-grants-2010_11