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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495634Generated: October 31, 2026

Hydrochloric Acid → 1-(2-chlorobenzyl)-2-oxo-7-(trifluoromethyl)-2,3-dihydro-1H-benzimidazole-5-carbonitrile

https://huagongshe.com/reaction/495634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 2-amino-4-cyano-6-(trifluoromethyl)phenyl(2-chlorobenzyl)carbamateHCID 22327355—
SolventEthanolHCID 702—
Product1-(2-chlorobenzyl)-2-oxo-7-(trifluoromethyl)-2,3-dihydro-1H-benzimidazole-5-carbonitrileHCID 2232735896%

Reaction Steps

Ethyl 2-amino-4-cyano-6-(trifluoromethyl)phenyl(2-chlorobenzyl)carbamate (338.7 mg) was dissolved in ethanol (20 ml), and to the solution was added sodium hydride (37.5 mg). The reaction mixture was heated at reflux for 1 hour. After allowing to cool, to the reaction mixture was added 1N hydrochloric acid, and the mixture was extracted 4 times with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title compound (287.0 mg, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939887B2
Source datasetuspto-grants-2005_09
ORD IDord-d7c7c7433ec14478b26f241ad4b338f7
Source noteuspto-grants-2005_09