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Abstract
The condensation of 2-[(6-methylpyridin-2-yl)imino]-3-arylthiazolidin-4-one 4a,b with various aromatic aldehydes afforded the corresponding arylidene derivatives 6a-i. Coupling of 4-thiazolidinones 4a,b with aryldiazonium salts yielded the corresponding 5-arylazo-4-thiazolidinone derivatives 10a-f. Konveneagle condensation of compounds 4a,b with m-hydroxy benzaldehyde gave arylidene derivatives 11a,b which coupled with aryldiazonium salts furnished monoazo-4-thiazolidinone derivatives 14a-f. The reaction of compounds 4a,b with phenyl isothiocyanate, followed by addition of Ü-haloketones and Ü-haloesters afforded the polyheterocyclic compounds based on 4-thiazolidinone. Also, the enamineone of compounds 4a,b react with hydrazine hydrate and 4-aryldiazenyl-3,5-diamine pyrazoles to give 5-[[[3-amino-4-(-aryldiazenyl)-1H-pyrazol-5-yl]amino]methylene]-2- [(6-methylpyridin-2-yl)imino]-3-arylthiazolidin-4-one 22a-h and 6-[(6-methylpyridin-2-yl)imino]-5-aryl-5,6-dihydro-1H-imidazo[1,5-c][1,2,3]- triazol-4(2H)-one 23a,b, respectively. The structure of all the newly synthesized compounds was elucidated by elemental analysis, spectral data and plausible mechanisms have been postulated to account for their formation. The antimicrobial activity of some new selected products was also investigated