SYNTHE IS AND CHARACTERIZATION OF SOME POLYFUNCTIONALIZED HETEROCYCLIC DERIVATIVES OF EXPECTED BIOLOGICAL ACTIVITY

Abstract

The reaction ofthiocyanoacetarnide 1 with a, -unsaturated ketones 2a,b resulted in the fonnation of the corresponding newly synthesized 2(1H)- pyridine-thione derivatives 3a,b. compounds 3a,b were used as synthons for the preparation of 2-S-alkyl-, 2-S-aryl-, 2-S-acetamidopyridine, thieno[2,3- b]pyridine and pyrazolo[3,4-b] pyridine derivatives via a wide range of reactions with different reagents. The pyrazolopyridine derivatives 20a,b reacted with phenylisothiocyanate 22, nitrous acid and cinnamonitrile derivatives 24a,b to afford the corresponding pyrazolo[3,4-b] pyridinyl-3- phenylthiourea derivatives 23a,b, 3-diazotized amino-pyrazolo[3,4-b] pyridine derivatives 21a,b and Schiffs bases 27a-d in a respective manner. Considering the data of elemental analyses, IR, 1H-NMR and mass spectra elucidated all structures of the newly synthesized compounds.