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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698587Generated: October 30, 2026

4-bromo-7-(1-ethylpropyl)-1-methyl-1,3-dihydro-2H-benzimidazol-2-one → 7-(1-Ethylpropyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzimidazole-4-carbonitrile

https://huagongshe.com/reaction/1698587

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-bromo-7-(1-ethylpropyl)-1-methyl-1,3-dihydro-2H-benzimidazol-2-oneHCID 67272755—
ReactantHCID 178418260HCID 178418260—
SolventN-methyl-2-pyrrolidoneHCID 13387—
SolventSodium BicarbonateHCID 516892—
Product7-(1-Ethylpropyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzimidazole-4-carbonitrileHCID 6727266986%

Reaction Steps

A mixture of 4-bromo-7-(1-ethylpropyl)-1-methyl-1,3-dihydro-2H-benzimidazol-2-one (300 mg, 1.01 mmol) and copper cyanide (116 mg, 1.30 mmol) in 1-methyl-2-pyrrolidone (3 mL) was irradiated by microwave (200 w) at 150° C. for 1 h. After cooling, to the reaction mixture was diluted with saturated sodium bicarbonate, and extracted with ethyl acetate. The extract was dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was washed with 50% diisopropyl ether/n-hexane to give the title compound (209 mg, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163935B2
Source datasetuspto-grants-2012_04
ORD IDord-f640696bbf26427f998a576e9bf0f33a
Source noteuspto-grants-2012_04