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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279567Generated: October 26, 2026

Thionyl Chloride → 2-(Chloromethyl)-1-methylbenzimidazole

https://huagongshe.com/reaction/279567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(1-methyl-1H-1,3-benzodiazol-2-yl)methanolHCID 344177—
Product2-(Chloromethyl)-1-methylbenzimidazoleHCID 24804436%

Reaction Steps

A solution of 2-hydroxymethyl-1-methylbenzimidazole (1.1 g, 6.7 mmol) in thionyl chloride (10 ml) was stirred at ambient temperature for 15 minutes and then heated at reflux for 15 minutes. The volatiles were removed by evaporation and the residue purified by column chromatography eluting with methylene chloride/methanol (95/5) to give 2-chloromethyl-1-methylbenzimidazole (506 mg, 36%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362336B1
Source datasetuspto-grants-2002_03
ORD IDord-d8c3115e42f34c5791ca6054fb4ab195
Source noteuspto-grants-2002_03