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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 991593Generated: November 2, 2026

Methyl iodide → 4-(2,6-Dimethylbenzylamino)-1,2-dimethylbenzimidazole

https://huagongshe.com/reaction/991593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantDichloromethane methanolHCID 21226129—
Reactant4-(2,6-Dimethylbenzylamino)-2-methylbenzimidazoleHCID 178432168—
SolventAcetonitrileHCID 6342—
Product4-(2,6-Dimethylbenzylamino)-1,2-dimethylbenzimidazoleHCID 184146859%

Reaction Steps

4-(2,6-dimethylbenzylamino)-2-methylbenzimidazole (0.2 g 0.75 mmol) was dissolved in acetonitrile (15 ml). To the solution were added methyl iodide (0.05 ml 0.82 mmol) and potassium carbonate (0.2 g 1.4 mmol) and the reaction mixture was stirred at ambient temperature for 20 h. The solids were removed by filtration and was washed with methylene chloride. Vacuum evaporation of the solvent gave an oily residue which was subjected to flash chromatography on silica gel, methylene chloride: methanol (10:1). Crystallization from acetonitrile gave 0.018 g (9%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06465505B1
Source datasetuspto-grants-2002_10
ORD IDord-7d573782c0e34a369955631258043760
Source noteuspto-grants-2002_10