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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896372Generated: October 29, 2026

Thionyl Chloride → 2-chloromethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/896372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant2-hydroxymethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl esterHCID 69708068—
SolventDichloromethaneHCID 6344—
Product2-chloromethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl esterHCID 69709347—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a cooled (0° C.) solution of 2-hydroxymethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl ester (1.00 g, 3.62 mmol) in DCM (10 mL) was added thionyl chloride (396 μL, 5.43 mmol). The solution was stirred at 0° C. for 15 min. and concentrated in vacuo to give 2-chloromethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl ester; HCl salt (1.20 g, 100%) as a white solid, which was used without further purification:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919331B2
Source datasetuspto-grants-2005_07
ORD IDord-1a3330a0aa0447b4b50cb668a69197df
Source noteuspto-grants-2005_07