Acetic Acid → 2-Methyl-1H-benzimidazole-5-carboxylic acid hydrochloride

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[NH2:11])[C:5]([OH:7])=[O:6].[C:12](O)(=O)[CH3:13].[ClH:16]>>[ClH:16].[CH3:12][C:13]1[NH:1][C:2]2[CH:3]=[C:4]([C:5]([OH:7])=[O:6])[CH:8]=[CH:9][C:10]=2[N:11]=1

Participants

Reactant 3

HCID 176Acetic Acid

HCID 313Hydrochloric Acid

HCID 692633,4-Diaminobenzoic acid

Product 1

HCID 173682452-Methyl-1H-benzimidazole-5-carboxylic acid hydrochlorideYield 94.5%

Conditions

Temperature: 100 °C

Procedure

After a mixture of 5.0 g (32.8 mmols) of 3,4-diaminobenzoic acid, 50 ml of conc. hydrochloric acid and 10 ml (0.175 mol) of acetic acid was heated at 100° C. for 24 hours, the solvent was distilled off under reduced pressure to give 6.6 g (94.5%) of 2-methylbenzimidazole-5-carboxylic acid hydrochloride.