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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360921Generated: October 30, 2026

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

https://huagongshe.com/reaction/1360921

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 numberUS07879895B2
Source datasetuspto-grants-2011_02
ORD IDord-6d28fb51e1e8439bacfc831fd30412db
Source noteuspto-grants-2011_02