Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13247Generated: October 29, 2026

Nitrobenzene → 4-(2-methoxy-phenoxy)-2-pyridin-2-yl-6-(pyridin-3-yloxy)-1H-benzimidazole

https://huagongshe.com/reaction/13247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrobenzeneHCID 7416—
Reactant2-PyridinecarboxaldehydeHCID 14273—
Reactant3-(2-Methoxyphenoxy)-5-(pyridin-3-yloxy)-benzene-1,2-diamineHCID 23145767—
Product4-(2-methoxy-phenoxy)-2-pyridin-2-yl-6-(pyridin-3-yloxy)-1H-benzimidazoleHCID 11338834—

Reaction Steps

0.026 ml of pyridin-2-carboxaldehyde was added to a nitrobenzene (0.5 ml) solution of 59 mg of 3-(2-methoxyphenoxy)-5-(pyridin-3-yloxy)-benzene-1,2-diamine at 120° C., and the reaction liquid was stirred for 1 hour at the same temperature. The reaction mixture was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1 to ethyl acetate to chloroform/methanol=20/1). The solvent of the resulting fraction was evaporated away under reduced pressure, and the resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=20/1) to obtain the entitled compound as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728025B2
Source datasetuspto-grants-2010_06
ORD IDord-ad6b5ca4ac614c0b8a67f8198077a98d
Source noteuspto-grants-2010_06