A series of new pyrazolone and pyrazole derivatives with expected antifungicidal activity have been prepared through the reactions 3-phenyl-1-H-pyrazol-5(4H)-one (3) and 4-(dimethylaminomethylene)-3phenyl-1H-pyrazol-5(4H)-one (5) with a variety of electrophilic reagents and nucleophilic reagents. The newly synthesized compounds were characterized by IR, 1 H NMR, 13 C NMR and mass spectral studies.
p-Sulfonamidophenyl)azo]malononitrile and/or [(p-sulfonamidophenyl)azo]acrylonitrile derivatives react with various reagents to afford pyrimidine, pyrazole, isooxazole and pyridazine derivatives with interesting biological activities via initial addition to either the cyano or amino group followed by cyclization.
A variety of new polyfunctionally substituted pyridines, naphthopyrans and pyrazolopyrimidines were prepared via reacting ylidenemalononitriles with thiophenol, thionaphthol, naphthols and or aminopyrazoles.
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A series of new hydrazo, dihydropyridazine, tetrahydropyridine, dihydropyridine and pyranopyridine derivatives with known biological activity have been prepared through the reactions of 3-oxo-3-phenyl-N-(pyridine-3-yl) propanamide 3 and enaminonitrile 17 with some electrophilic reagents, nucleophilic reagents, and aryl diazonium salts. The newly synthesized compounds were characterized by IR, 1 H NMR and mass spectral studies.
The chemistry of enaminonitrile and enaminone derivatives has been explored for the synthesis of heterocyclic compounds. A tetrahydropyridinthione was prepared from the reaction of 2aminocrotononitrile with cyanothioacetamide. This compound reacted with electrophilic reagents and isothiocyanates to yield a number of heterocyclic compounds.
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