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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13234Generated: October 25, 2026

Nitrobenzene → 2-pyridin-2-yl-5,6-bis(pyridin-3-yloxy)-1H-benzimidazole

https://huagongshe.com/reaction/13234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrobenzeneHCID 7416—
Reactant2-PyridinecarboxaldehydeHCID 14273—
Reactant4,5-Bis(pyridin-3-yloxy)-benzene-1,2-diamineHCID 23145472—
Product2-pyridin-2-yl-5,6-bis(pyridin-3-yloxy)-1H-benzimidazoleHCID 23145237—

Reaction Steps

0.01 ml of pyridine-2-carboxaldehyde was added to a nitrobenzene (0.3 ml) solution of 30 mg of 4,5-bis(pyridin-3-yloxy)-benzene-1,2-diamine at 120° C., and the reaction liquid was stirred at the same temperature for 2 hours. The reaction mixture was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]. The solvent of the resulting fraction was evaporated away under reduced pressure, and this was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=20/1) to obtain the entitled compound as a yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728025B2
Source datasetuspto-grants-2010_06
ORD IDord-1391e643d8c940e99a991612b0e29915
Source noteuspto-grants-2010_06