Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 338808Generated: October 27, 2026

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

https://huagongshe.com/reaction/338808

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 numberUS08889881B2
Source datasetuspto-grants-2014_11
ORD IDord-59ce6cf1b0b44e61891f939e3809619a
Source noteuspto-grants-2014_11