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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1701300Generated: November 1, 2026

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

https://huagongshe.com/reaction/1701300

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 numberUS04192880
Source datasetuspto-grants-1980_03
ORD IDord-4021eb0afeb6461f8c68825e1eae6d61
Source noteuspto-grants-1980_03