Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748996Generated: October 26, 2026

O-Phenylenediamine → 1-(4-methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo(d)imidazole

https://huagongshe.com/reaction/1748996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
ReactantAmmonium BromideHCID 25514—
Reactant4-MethoxybenzaldehydeHCID 31244—
SolventMethanolHCID 887—
Product1-(4-methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo(d)imidazoleHCID 74618238%

Reaction Steps

In a methanol (5 mL) solvent in the presence of NH4Br (362.3 mg, 3.70 mmol), a solution including 1,2-phenylenediamine (100 mg, 0.92 mmol) and p-anisaldehyde (0.11 mL, 0.82 mmol) was stirred at room temperature for 6 hours, and methanol was evaporated therefrom. The residual was distributed between ethyl acetate and water. An organic layer was dried by using MgSO4, filtered, and evaporated. The residual was purified by silica gel column chromatography using hexane and ethyl acetate (3:1) to obtain a solid Compound 116.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09155690B2
Source datasetuspto-grants-2015_10
ORD IDord-e26ae4d044b442c5a71d4f40586dfdde
Source noteuspto-grants-2015_10