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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82611Generated: October 31, 2026

Methyl iodide → 2-(methylsulfanyl)-4,5,6,7-tetrahydro-1H-benzimidazole

https://huagongshe.com/reaction/82611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant4,5,6,7-tetrahydro-1H-benzimidazole-2-thiolHCID 178527815—
SolventAcetoneHCID 180—
Product2-(methylsulfanyl)-4,5,6,7-tetrahydro-1H-benzimidazoleHCID 2502195599.9%

Reaction Steps

To a solution of 4,5,6,7-tetrahydro-1H-benzimidazole-2-thiol (500 mg) in acetone (5 mL) were added K2CO3 (1344 mg) and MeI (0.223 ml) at room temperature. After stirring for 1 h, the mixture was quenched with water, and extracted with ethyl acetate, and the extract was washed with brine and dried over magnesium sulfate. The residue was purified by column chromatography (silica gel, eluted with 40%-90% EtOAc in hexane) to give 2-(methylsulfanyl)-4,5,6,7-tetrahydro-1H-benzimidazole (545 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846713B2
Source datasetuspto-grants-2014_09
ORD IDord-82f36c7c46c546fe88c499d8e66c1c97
Source noteuspto-grants-2014_09