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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 913569Generated: October 25, 2026

5-bromo-4-chloro-2-ethyl-1H-benzimidazole → 4-chloro-2-ethyl-1H-benzimidazole-5-carbonitrile

https://huagongshe.com/reaction/913569

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-bromo-4-chloro-2-ethyl-1H-benzimidazoleHCID 57800158—
ReactantHCID 178418546HCID 178418546—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-chloro-2-ethyl-1H-benzimidazole-5-carbonitrileHCID 6740490235.5%

Reaction Conditions

Temperature220 °C

Reaction Steps

5-Bromo-4-chloro-2-ethyl-1H-benzimidazole (0.050 g, 0.192 mmol) and CuCN (0.030 g, 0.576 mmol) were combined in NMP (3 mL) and heated to 220° C. for 20 min in a microwave. The cooled mixture was partitioned between Et2O and water. The organic portion was washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. Purification (SiO2, EtOAc/hexanes) afforded the title compound (0.014 g): MS (ESI) m/z 206 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026262B2
Source datasetuspto-grants-2011_09
ORD IDord-726f7b16115b4859b4127be5efff1667
Source noteuspto-grants-2011_09