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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230405Generated: October 30, 2026

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

https://huagongshe.com/reaction/230405

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 numberUS07566733B2
Source datasetuspto-grants-2009_07
ORD IDord-e3152c18bd6447b9bf773ffdc648ed00
Source noteuspto-grants-2009_07