Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45928Generated: October 26, 2026

4-Chlorobenzaldehyde → N-(4-Chlorobenzyl)-3H-benzo[d]imidazol-5-amine

https://huagongshe.com/reaction/45928

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorobenzaldehydeHCID 7726—
Reactant5-AminobenzimidazoleHCID 13623—
ReactantSodium HydroxideHCID 14798—
ReactantSodium borohydrideHCID 4311764—
ProductN-(4-Chlorobenzyl)-3H-benzo[d]imidazol-5-amineHCID 67444221—

Reaction Steps

Alternatively the compound was synthesized starting from benzimidazol-5-amine (2.66 g; 20 mmol; 1 eq.), 4-chlorobenzaldehyde (3.09 g; 22 mmol; 1.1 eq.), NaBH4 (1.14 g; 30 mmol; 1.5 eq.) and 5 N NaOH (20 ml; 100 mmol; 5 eq.) according to method 2; Yield: 3.94 g (76.7%); MS m/z: 258.3/260.3 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541596B2
Source datasetuspto-grants-2013_09
ORD IDord-cefdeab8e05a489a85e32512c71a144a
Source noteuspto-grants-2013_09