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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896341Generated: October 31, 2026

Methyl iodide → 2-Amino-1-methylbenzimidazole

https://huagongshe.com/reaction/1896341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant2-AminobenzimidazoleHCID 13624—
ReactantPotassium HydroxideHCID 14797—
SolventAcetoneHCID 180—
SolventEthyl AcetateHCID 8857—
Product2-Amino-1-methylbenzimidazoleHCID 74187—

Reaction Steps

To a solution of 2-aminobenzimidazole (3.0 g, 0.0225 mol) in acetone (30 ml) was added KOH (6.32 g, 0.112 mol) followed by methyl iodide (3.51 g, 0.025 mol) and stirred at room temperature for 10 min. The reaction mixture was diluted with ethyl acetate and the organic layer washed with water, brine and dried over anhydrous Na2SO4 to afford crude residue which was column purified to yield the desired product: 1H NMR (300 MHz, DMSO-d6) δ 3.47 (s, 3H), 6.34 (br s, 2H), 6.82-6.92 (m, 2H), 7.06-7.09 (m, 2H); ESI-MS (m/z) 148.49 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518955B2
Source datasetuspto-grants-2013_08
ORD IDord-7df69c4ae4c04d379a5aae8a89654da2
Source noteuspto-grants-2013_08