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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1420962Generated: November 1, 2026

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

https://huagongshe.com/reaction/1420962

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 numberUS06071921
Source datasetuspto-grants-2000_06
ORD IDord-0a4055bee74942e5820a6fe7a61391ff
Source noteuspto-grants-2000_06