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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354040Generated: October 30, 2026

O-Phenylenediamine → 1H-benzimidazole, 2-(4-methyl-2-pyridinyl)-

https://huagongshe.com/reaction/2354040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
Reactant4-methylpyridine-2-carboxamideHCID 11499224—
SolventWaterHCID 962—
Product1H-benzimidazole, 2-(4-methyl-2-pyridinyl)-HCID 63943285%

Reaction Conditions

Temperature210 °C

Reaction Steps

450 g of polyphosphoric acid, 40 g (0.29 mol) of 4-methyl-pyridine-2-carboxylic acid amide and 31 g (0.29 mol) of o-phenylendiamine are added in a three-neck round-bottom flask, equipped with a condenser, a thermometer and mechanical stirring. The mixture is heated at 210° C. for 4 hours. At the end, the mixture is cooled at 70° C. and the crude is added to 1 L of water. Basify with a 50% aqueous solution of sodium hydroxide and filter the solid obtained. Crystallize from absolute ethanol. The product 2-(4-methylpyridin-2-yl)-1H-benzoimidazol is obtained with a yield of 85%. Melting point: 228-9° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750157B2
Source datasetuspto-grants-2010_07
ORD IDord-e10955b879c94a98b461a64d008db2cf
Source noteuspto-grants-2010_07