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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360937Generated: October 31, 2026

Sodium hydride → [5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-yl]-acetonitrile

https://huagongshe.com/reaction/1360937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantIodoacetonitrileHCID 69356—
Reactant5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazoleHCID 11651910—
SolventDimethylformamideHCID 6228—
Product[5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-yl]-acetonitrileHCID 59682306—

Reaction Steps

To 5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazole (356 mg) in DMF (5 mL) was added sodium hydride (79 mg of 60% in oil) and iodoacetonitrile (331 mg). 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 (10%-40% EtOAc/hexanes), followed by washing solid with CH2Cl2 to yield the title compound as a peach-colored solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879895B2
Source datasetuspto-grants-2011_02
ORD IDord-2b22ec81a4d146498570e5e8c9e57e5a
Source noteuspto-grants-2011_02