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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959995Generated: November 1, 2026

Water → 25699-95-0

https://huagongshe.com/reaction/1959995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzimidazoleHCID 5798—
Reactant4-ChlorobenzonitrileHCID 12163—
ReactantSodium hydrideHCID 24758—
SolventDimethylformamideHCID 6228—
Product25699-95-0HCID 5328454—

Reaction Conditions

Temperature130 °C

Reaction Steps

Sodium hydride (60% strength in mineral oil; 24.0 g, 0.60 mol) is placed in a flask and admixed with N,N-dimethylformamide (80 ml). A solution of benzimidazole (73.3 g, 0.60 mol) in N,N-dimethylformamide (250 ml) is added dropwise to the suspension over a period of 1 hour. After H2 evolution has ceased 4-chlorobenzonitrile (55.6 g, 0.40 mol) is added and the mixture is subsequently heated at 130° C. for 10.5 hours. After cooling to room temperature, the reaction mixture is poured into water (4 I) and the residue formed is filtered off with suction, washed with water and dried under reduced pressure. This gives 90.6 g of 1-(4-cyanophenyl)benzimidazole which still comprises mineral oil as contaminant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410280B2
Source datasetuspto-grants-2013_04
ORD IDord-cf5bae4b3f0847d68309ebda888ec5b4
Source noteuspto-grants-2013_04