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Studies with Biologically Active Enaminones: an Easy Method for Structural Elucidation of Products Produced from Enaminone Starting Materials through Pathways Employing Microwave Irradiation

Saleh M. Al-Mousawi, Morsy A. El-Apasery, Huda Mahmoud, Mohamed H. Elnagdi

International Research Journal of Pure and Applied Chemistry · pp. 77–90 · Published 2 May 2012

10.9734/IRJPAC/2012/823

Abstract

Reactions of enaminones 3a-f with malononitrile under microwave irradiation conditions were found to afford cyano-substituted aminodienamides 8a-f, whose structures were elucidated using both X-Ray crystallographic analysis and NOE methods. In addition, cyclization of 8e to form pyridone 10 takes place upon treatment with a mixture of acetic acid and hydrochloric acid. Coupling enaminone 3e with benzenediazonium chloride affords hydrazone 12, which reacts with cyanoacetamide to produce pyridazinone 17. Finally, the biological activity of the prepared compounds against gram positive bacteria, gram negative bacteria and yeast were evaluated.  

Dienamides X-ray crystal structure determination microwave irradiation pyridines NOE difference experiment pyridazines

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