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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552822Generated: October 30, 2026

Sodium Hydroxide → 2-oxo-2,3-dihydro-1H-benzimidazole-5-carbonitrile

https://huagongshe.com/reaction/552822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant3,4-DiaminobenzonitrileHCID 737285—
SolventTolueneHCID 1140—
Product2-oxo-2,3-dihydro-1H-benzimidazole-5-carbonitrileHCID 11643974101.1%

Reaction Conditions

Temperature125 °C

Reaction Steps

To a solution of 3,4-diaminobenzonitrile (350 mg) in toluene (5.5 ml) was added CDI (554 mg), followed by stirring at 125° C. for 2 hours. To the reaction mixture was added a 1M aqueous NaOH solution (0.117 ml), followed by extraction with EtOAc. The organic layer was dried over anhydrous MgsO4, and then filtered, and the filtrate was concentrated. It was powdered/washed with IPE/IPA to obtain 2-oxo-2,3-dihydro-1H-benzimidazole-5-carbonitrile (423 mg) as colorless powders.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951825B2
Source datasetuspto-grants-2011_05
ORD IDord-c7116d9142f2408989c14c2128d4b316
Source noteuspto-grants-2011_05