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The reaction of active methylene moieties, pyrazolones, thiazolylacetonitriles, phenols and alkyl pyridazinones with benzylidene-malononitrile in ethanol in presence of chitosan afforded aminopyrancarbonitriles, pyranopyrazole, thiazolopyridines, chromenes, and pthalazines in yields comparable to those obtained in ethanolic piperidine. Much lower yields were obtained in aqueous solutions.

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A series of novel azo-disperse dyes containing alkylhydrazonopyridinone structures were synthesized. 4-Methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydropyridine-3-carbonitrile (8) is synthesized by one-pot synthesis using ethyl cyanoacetate, propylamine, and ethyl acetoacetate. Compound 8 is then coupled with aromatic and heteroaromatic diazonium salts to afford the corresponding aryl- and heteroaryl-4-methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydropyridine-3-carbonitriles 12a,b and 13a–c. Structural assignments to the dyes were made using NMR spectroscopic methods. A high temperature dyeing method was employed to apply these dyes to polyester fabrics. Most of the dyed fabrics tested displayed very good light fastness levels and good wash fastness. Finally, the biological activity of the prepared dyes against Gram positive bacteria and Gram negative bacteria were evaluated.

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