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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1449020Generated: October 26, 2026

O-Phenylenediamine → 2-(5-Methylpyridin-2-yl)benzimidazole

https://huagongshe.com/reaction/1449020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
ReactantSodium CarbonateHCID 10340—
Reactant5-Methylpicolinic acidHCID 199575—
SolventWaterHCID 962—
Product2-(5-Methylpyridin-2-yl)benzimidazoleHCID 20347800—

Reaction Steps

6.2 g. of o-phenylenediamine, 7.1 g. of 5-methylpicolinic acid and 40 g. of polyphosphoric acid were stirred under nitrogen gas current at 160° C. to 180° C. for 4 hours. To the reaction mixture were added 400 ml. of water and then a concentrated aqueous solution of sodium carbonate to neutrality. The resulting crystals were filtered off, dried and recrystallized from acetonitrile or ethyl acetate to obtain 9.4 g. of colorless needles of the product (86% of theory), M.P. 229.0°-229.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04188486
Source datasetuspto-grants-1980_02
ORD IDord-91f87d1198134f97a0820547c530d953
Source noteuspto-grants-1980_02