Nucleophilic ring opening of 1,4-disubstituted 2-pyrrolidones with hydrazine. Synthesis of azoles with a high antibacterial activity

Artūras Peleckis, Kazimieras Anusevičius, Jūratė Šiugždaitė, Vytautas Mickevičius

Abstract


3-(1H-Benzimidazol-2-yl)-4-[(phenyl and 4-substituted phenyl)amino]butanohydrazides were synthesized in good yields by treating the corresponding 4-(1H-benzimidazol-2-yl)-1-phenyl(substituted phenyl)-2-pyrrolidinones with the excess of hydrazine monohydrate. The utility of the newly synthesized hydrazides in the preparation of pyrroles, pyrazoles, oxadiazoles and triazoles has been demonstrated. All compounds were screened for their antibacterial activity. A significant antibacterial activity was found.

Keywords


pyrrolidin-2-ones; ring-opening; hydrazides; azoles; antibacterial activity

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DOI: https://doi.org/10.6001/chemija.v29i2.3717

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ISSN 0235-7216 (Print)
ISSN 2424-4538 (Online)