UTILITY OF CYANOACETAMIDES AS PRECURSORS TO PYRAZOLO-[3,4-d]PYRIMIDIN-4-ONES,2-ARYL-6-SUBSTITUTED 1,2,3-TRIAZOLO-[4,5-d]jPYRIMIDINES AND PYRAZOLO[l,5-a]PYRIMIDINE-3-CARBOXAMIDES

摘要

Cyanoacetamides (7a-c) were prepared via reacting cyanoacetic acid (5) with amines in the presence of acetic anhydride.Compounds (7a-c) coupled with benzenediazonium chloride to yield the phenylhydrazones (8a-c).These reacted with chloroacetonitrile to yield aminopyrazolecarboxamides (11a-c).Reaction of (8a,b) with hydroxylamine hydrochloride in DMF in presence of anhydrous sodium acetate afforded the amino-1,2,3-triazolecarboxamides (36a,b).Also compounds (7a-c) reacted with dimethylformamide dimethylacetal (DMFDMA) to yield the enamines (9a-c) which react with hydrazine hydrate to afford the aminopyrazoles (16a-c).Compounds (16) and (36) reacted with DMFDMA to yield the title heterocyclic derivatives.