Reactions of 5-oxo-1-phenylpyrrolidine-3-carbohydrazides with 1,4-naphthoquinone derivatives and the properties of the obtained products

N ′-(4-Oxo-1,4-dihydronaphthalen-1-ylidene)-1-phenyl-5-oxopyrrolidine-3-carbohydrazides and N ′-(3-methyl-4-oxo-1,4-dihydronaphthalen-1-ylidene)-1-phenyl-5-oxopyrrolidine-3-carbohydrazides were synthesized by reactions of 5-oxo-1-phenylpyrrolidine-3-carbohydrazides with 1,4-naphthoquinone or 2-methy...

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Bibliographic Details
Published in:Research on chemical intermediates 2011-10, Vol.37 (8), p.1009-1027
Main Authors: Vaickelionienė, Rita, Mickevičius, Vytautas, Mikulskienė, Gema, Stasevych, Maryna, Komarovska-Porokhnyavets, Olena, Novikov, Volodymyr
Format: Article
Language:English
Subjects:
Catalysis
Chemistry
Chemistry and Materials Science
Inorganic Chemistry
Physical Chemistry
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Summary:N ′-(4-Oxo-1,4-dihydronaphthalen-1-ylidene)-1-phenyl-5-oxopyrrolidine-3-carbohydrazides and N ′-(3-methyl-4-oxo-1,4-dihydronaphthalen-1-ylidene)-1-phenyl-5-oxopyrrolidine-3-carbohydrazides were synthesized by reactions of 5-oxo-1-phenylpyrrolidine-3-carbohydrazides with 1,4-naphthoquinone or 2-methyl-1,4-naphthoquinone. The alkylated analogues of the above products were obtained using ethyl iodide. The interaction of 5-oxo-1-phenylpyrrolidine-3-carbohydrazides with 2,3-dichloro-1,4-naphthoquinone was followed by formation of N ′-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-1-phenyl-5-oxopyrrolidine-3-carbohydrazides. All these compounds were characterized using 1 H, 13 C NMR, IR and mass spectra. Some of the new compounds were tested for the antimicrobial and antifungal activity.
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-011-0306-y