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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1449021Generated: October 28, 2026

O-Phenylenediamine → 2-(6-methylpyridin-3-yl)-1H-benzimidazole

https://huagongshe.com/reaction/1449021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
ReactantSodium CarbonateHCID 10340—
Reactant6-Methylnicotinic acidHCID 137860—
SolventWaterHCID 962—
Product2-(6-methylpyridin-3-yl)-1H-benzimidazoleHCID 754376—

Reaction Steps

11.9 g. of o-phenylenediamine, 13.7 g. of 2-methylpyridine-5-carboxylic acid and 100 g. of polyphosphoric acid were stirred under a nitrogen gas current at 180° C. to 200° C. for 4 hours. To the reaction mixture were added 800 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 to give 15.7 g. of colorless needles of the product (75% of theory), M.P. 265.5°-266.0° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04188486
Source datasetuspto-grants-1980_02
ORD IDord-9ab65bc9ccc64aeebdc51669c83452d2
Source noteuspto-grants-1980_02