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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36343Generated: October 26, 2026

O-Phenylenediamine → 2-[4-[3-(1-pyrrolidinyl)propoxy]phenyl]-1H-benzimidazole

https://huagongshe.com/reaction/36343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
Reactant4-(3-Pyrrolidin-1-ylpropoxy)benzaldehydeHCID 11651573—
ReactantSodium BisulfiteHCID 23665763—
SolventMethanolHCID 887—
Product2-[4-[3-(1-pyrrolidinyl)propoxy]phenyl]-1H-benzimidazoleHCID 1529158234%

Reaction Steps

1,2-Diaminobenzene (4.65 g), 4-[3-(1-pyrrolidinyl)propoxy]benzaldehyde (Step B) (10.0 g) and sodium bisulfite (4.60 g) are stirred at reflux in methanol (300 mL) for 14 hours. The mixture is filtered and evaporated. The residue is recrystallized from hot ethyl acetate/ethanol to give 4.68 g of the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05414010
Source datasetuspto-grants-1995_05
ORD IDord-8821c957c0154351b1980809148be464
Source noteuspto-grants-1995_05