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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74148Generated: October 27, 2026

Ammonia → 5-(Benzimidazol-2-yl)-2-methyl-1-phenylbenzimidazole

https://huagongshe.com/reaction/74148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantO-PhenylenediamineHCID 7243—
Reactant2-Methyl-1-phenyl-1H-benzimidazole-5-carboxylic acidHCID 619926—
Product5-(Benzimidazol-2-yl)-2-methyl-1-phenylbenzimidazoleHCID 67497771130.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

A 2-neck flask (20 mL) equipped with reflux condenser was charged with 2-methyl-1-phenylbenzimidazole-5-carboxylic acid (see Synthesis Example 1-3) (0.15 g, 0.59 mmol) and polyphosphoric acid (approx. 2 g), and this was heated to 120° C. To this was added 1,2-diaminobenzene (0.09 g, 0.83 mmol), and this was heated to 160° C. and stirred under those conditions for 20 hours. After being allowed to cool to room temperature, ice was added and concentrated aqueous ammonia (28%) was added to the liquid to give approx. pH 9. The precipitated crystals were filtered off, these were washed with distilled water (approx. 3 mL, 2 times), and then dried to yield the title compound (0.25 g, quant.) as greenish pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829035B2
Source datasetuspto-grants-2014_09
ORD IDord-156a8ef85bdc4f06aee96f30263e6918
Source noteuspto-grants-2014_09