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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714218Generated: October 31, 2026

Methyl iodide → 5,6-Dichloro-1-methyl-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole

https://huagongshe.com/reaction/1714218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazoleHCID 11651910—
SolventDimethylformamideHCID 6228—
Product5,6-Dichloro-1-methyl-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazoleHCID 44439551—

Reaction Steps

To 5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazole (1 g) in DMF (20 mL) was added sodium hydride (230 mg of 60% in oil dispersion). The resulting mixture was stirred at room temperature for 5 min. To the dark green solution was added iodomethane (815 mg) and the resulting mixture was stirred at room temperature overnight. The reaction mixture was quenched with water, extracted with EtOAc, and dried over Na2SO4. The crude product was purified by silica gel chromatography (5%-25% EtOAc/hexanes) to yield the title compound as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795446B2
Source datasetuspto-grants-2010_09
ORD IDord-c2720c46e6d4416eaf3f9744026d5302
Source noteuspto-grants-2010_09