Synthesis, characterization, reactions and biological studies of some New polyfunctionalized fused 2-thioxo-1,2-dihydropyridine-3-carbonitrile derivatives / Mahmoud Nasr Eldeen Mahmoud Gouda ; Supervised Fawzy Ali Attaby , Mohamed Abdelaziz Abdelazim Elneairy , Azza Mohamed Abdelfattah

Thesis (Ph.D.) - Cairo University - Faculty of Science - Department of Organic Chemistry

This work has been carried out to investigate the chemical reactivity and synthetic potentiality of 2-thioxodihydrohydropyridine 6a,b via their reaction with several active halogen-containing compounds to afford the corresponding 2-alkylthiopyridine in some cases and thieno[2,3-b]pyridine directly in most cases. Thieno[2,3-b]pyridine-2- carbohydrazides 10a,b obtained through the reaction of 2- methoxycarbonylthienopyridines 9a,j with hydrazine hydrate which in turn, used to obtain the corresponding pyrimidinones 16a,b, 18a,b, pyrazolothienopyridine derivatives and 1,3,4-oxdiazoles. 3-Aminopyrazolopyridines 35a,b obtained via the reaction of 6a,b with hydrazine hydrate which in turn, reacted with nitrous acid to give the diazonium salts 36a,b which coupled with several active-hydrogen containing reagents to give the corresponding triazines. Bis compounds have received great attention, thus Bis[2-thioxo-1,2-dihydropyridine-3-carbonitrile] derivatives 90a,b have been prepared and used as good synthons for the preparation of several bis S- alkyl derivatives 91a-d,g-j[e,f] which cyclized afford bis(3-aminothieno[2,3- b]pyridine) derivatives 92a-j. The structures of all newly synthesized heterocyclic compounds were elucidated by considering the data of IR, 1H NMR (eppm), mass spectra as well as that of elemental analyses

Issued also as CD