Thesis (M.Sc.) - Cairo University - Faculty of Science - Department of Organic Chemistry

The condensation of 2-cyano-N-(6-methylpyridin-2-yl)acetamide (3) with various aromatic aldehydes afforded the corresponding arylidenes. On the other hand, compound 3 was treated with pentane-2,4-dione gave the corresponding 2-pyridinone derivative 10. Also, cyclocondensation of compound 3 with salicylaldehyde derivatives afforded 2-iminochromene derivatives 12a,b. Coupling of compounds 3 with aryldiazonium chlorides led to the formation of 2-arylhydrazono derivatives 15a-f. The reaction of compounds 3 with phenyl isothiocyanate, followed by addition of Ü-haloesters afforded thiazole derivatives. The 5-amino pyrazole derivative 21 reacted with some active methylene compounds such as acetyl acetone and ethyl acetoacetate to give pyrazolopyrimidines. Treatment of enaminone derivative 26 with hydrazine hydrate or phenylhydrazine yielded aminopyrazoles 28a,b, respectively. Refluxing of enaminone 26 with diaminopyrazoles afforded compounds 30a-e. Also, reaction of enaminone derivative with guindine nitrate afforded diaminopyrimidine derivative 32. The structure of all the newly synthesized compounds was elucidated by elemental analyses, spectral data and plausible mechanisms have been postulated to account for their formation.The anticancer activity of some new selected products was also investigated

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