Opianic Acid in the Synthesis of Benzimidazole Derivatives

Heating an equimolar mixture of opianic acid and o-phenylenediamine in MeOH or EtOH produced 2-(2-carboxy-3,4-dimethoxyphenyl)benzimidazole, which was readily dehydrated in refluxing acetic or propionic anhydride to 11H-1,2-dimethoxyisoindolo[2,3-a]benzimidazol-11-one. Analogous reactions were carri...

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Veröffentlicht in:Chemistry of natural compounds 2017, Vol.53 (1), p.118-120
Hauptverfasser: Borodkin, G. S., Ukhin, L. Yu, Belousova, L. V., Shepelenko, E. N., Alekseenko, A. V.
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Sprache:eng
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Zusammenfassung:Heating an equimolar mixture of opianic acid and o-phenylenediamine in MeOH or EtOH produced 2-(2-carboxy-3,4-dimethoxyphenyl)benzimidazole, which was readily dehydrated in refluxing acetic or propionic anhydride to 11H-1,2-dimethoxyisoindolo[2,3-a]benzimidazol-11-one. Analogous reactions were carried out with 4,5-dichloro-o-phenylenediamine.
ISSN:0009-3130
1573-8388
DOI:10.1007/s10600-017-1923-5