Benzoic Acid → Benzimidazole

HRID 2180309Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH2:8].[C:9](O)(=O)C1C=CC=CC=1>>[N:1]1[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[NH:8][CH:9]=1

Participants

Reactant 2

HCID 243Benzoic Acid

HCID 7243O-Phenylenediamine

Product 1

HCID 5798Benzimidazole

Procedure

A known method consists in condensing 1,2-diaminobenzene with benzoic acid in the presence of polyphosphoric acid to give benzimidazole, and sulphonating this with, for example, chlorosulphonic acid (Am. Chem. Soc. 79, 427 (1957)).

Sources & evidence

ORD record: ord-45aacb5126ec4483bc14bcc52b4d6cb0
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06888005B2

Reaction notes

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