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International Research Journal of Pure and Applied Chemistry, ISSN: 2231-3443,Vol.: 1, Issue.: 3 (October-December)

Original Research Article

Novel Routes to Biologically Active Enaminones, Dienoic Acid Amides, Arylazonicotinates and Dihydropyridazines under Microwave Irradiation


M. A. El-Apasery1,2, S. M. Al-Mousawi1* , H. Mahmoud3 and M. H. Elnagdi1

1Department of Chemistry, Faculty of Science, Kuwait University, P.O. Box 5969, Safat, 13060 – Kuwait.
2Dyeing, Printing and Textile Auxiliaries Department, Textile Research Division, National Research Centre, 12622 Dokki, Giza, Egypt.
3Department of Biological Sciences, Faculty of Science, Kuwait University, Kuwait.


Condensation of methylketones 1a,b with dimethylformamide dimethyl acetal (DMFDMA) without solvent in microwave oven afforded enaminones 2a,b, which reacted with malononitrile in ethanolic piperidine to yield dienoic acid amides 7a,b. In contrast, reactions of 2a,b with cyanoacetic acid resulted in the formation of pyranones 10. The pyranones were readily converted into 2-arylhydrazonoketones 13. Condensations of 13 with ethyl cyanoacetate afforded the 5-arylazonicotinates 17. Finally, 2-oxoarylhydrazonals 18 reacted with arylidenemalononitriles 19a,b in presence of chitosan to afford dihydropyridazines 21a,b. In addition the biological activity of the title compounds against Gram positive bacteria, Gram negative bacteria and Yeast were also evaluated.

Keywords :

Enaminones; arylhydrazonals; arylazonicotinates; pyridazines; dihydropyridazines; microwave heating; chitosan;

Full Article - PDF    Page 69-83

DOI : 10.9734/IRJPAC/2011/504

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