Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034210Generated: October 31, 2026

Cyanogen Bromide → 2-Amino-1-(4-chlorobenzyl)-5-trifluoromethylbenzimidazole

https://huagongshe.com/reaction/1034210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanogen BromideHCID 10476—
Reactant1,2-Benzenediamine, N1-[(4-chlorophenyl)methyl]-4-(trifluoromethyl)-, hydrochloride (1:1)HCID 19023737—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product2-Amino-1-(4-chlorobenzyl)-5-trifluoromethylbenzimidazoleHCID 127722—

Reaction Steps

To an ice cooled solution of 2-(4-chlorobenzylamino)-5-trifluoromethylaniline hydrochloride (6.74 g, 20 mmol) in DMF (100 ml) and triethylamine (2.8 ml) was added cyanogen bromide (2.75 g, 26 mmol). The ice bath was removed after two hours and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with water and neutralized with an aqueous solution of sodium carbonate (5%). The product was filtered off and purified with activated charcoal and crystallization from ethanol. Yield 2.93 g (45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05314903
Source datasetuspto-grants-1994_05
ORD IDord-c4ade3f8a9ae4bbdb21e038f648467f0
Source noteuspto-grants-1994_05