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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230419Generated: October 30, 2026

Sodium hydride → 5,6-Dichloro-1-(3-nitro-benzyl)-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole

https://huagongshe.com/reaction/230419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantBenzene, 1-(bromomethyl)-3-nitro-HCID 77568—
Reactant5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazoleHCID 11651910—
SolventDimethylformamideHCID 6228—
Product5,6-Dichloro-1-(3-nitro-benzyl)-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazoleHCID 44430179—

Reaction Steps

To 5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazole (355 mg) in DMF (5 mL) was added sodium hydride (110 mg of 60% in oil) and 3-nitrobenzyl bromide (596 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) to yield the title compound as a red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566733B2
Source datasetuspto-grants-2009_07
ORD IDord-5c9900602e0b457fb5647c1b4e168404
Source noteuspto-grants-2009_07