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Abstract A series of heterocyclic compounds was synthesized from cuminaldehyde and active methylene compounds in the presence of strong acidic medium or base medium. The one-pot multicomponent reaction of cuminaldehyde, thiourea and active methylene compounds in the presence of HCl gave dihydropyrimidinthione and thiazine derivatives in good yields. At the same manner, one pot reaction of cuminaldehyde, ethyl cyanoacetate and active methylene compounds in the presence of ammonium acetate afforded the corresponding pyridone derivatives. The acidic hydrolysis of 4,6-aryl-2-oxonicotinonitrile by H2SO4 (60%) gave nicotinocarboxamide derivative. Alkylation of 4,6-aryl-2-oxonicotinonitrile with ethyl chloroacetate gave the corresponding ethyl ester as O-alkylating derivative and not the N-analogues. Hydrazonolysis of ethyl ester with hydrazine hydrate gave 2-hydrazinyl nicotinonitrile derivative and not the hydrazide derivative. The structure of new synthesized compounds was elucidated by IR, NMR and elemental analysis. Some of the new compounds were screened for anticancer activity and significant results were found for some compounds. |