Abstract
The present research describes the synthesis of novel 5-benzoyl-N-substituted-amino-and 5-benzoyl-N-sulfonylamino-4-alkylsulfanyl-2-pyridones 5a-c and 6a-c via the reaction of 2-benzoyl-3,3-bis(alkylthio) acrylonitriles 2a-c with N-cyanoacetohydrazide 3 and cyanoaceto-N-phenylsulfonylhydrazide 4, respectively. Also, the reactivity of the compounds 5a-c toward hydrazine hydrate to give product 1H-pyrazolo[4,3-c] pyridine derivative 7 was studied. In addition, the reactivity of the 2a-c toward 1-cyanoacetyl-4 arylidenesemicarbazides 8a-c afforded 3,5-dihydro[1,2,4] triazolo[1,5-a] pyridine-6-carbonitrile derivatives (12-14) a-c, which reacted with hydrazine hydrate to give 3H-pyrazolo[4,3-c][1,2,4] triazolo[1,5-a] pyridine-6-carbonitrile derivatives 15a-c. The structures of the new products were characterized based on H-1 nuclear magnetic resonance, C-13 nuclear magnetic resonance, infrared, mass-spectroscopy, and elemental analyses. The products were screened in vitro for their antibacterial and antifungal activity properties.