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Abstract
The condensation of 2-cyanomethylpyrazolo[1,5-a]pyrimidines 3a,b with various aromatic aldehydes afforded the corresponding arylidene of substi- tuted pyrazolo[1,5-a]pyrimidines 5a-l. Coupling of compounds 3a,b with aryldiazonium salts led to formation of 2-arylhydrazono derivatives11a-j. Reaction of the latter compounds with malononitrile led to formation of polyfused heterocyclic compounds 15a-j.The reaction of 3a,b with phenyl isothiocyanate, followed by addition of Ü-haloketonesor Ü-haloesters afforded the polyheterocyclic compounds based-pyrazolo[1,5-a]pyrimidine derivatives. Also, the enamines of compounds 3a,b react with hydrazine derivatives to give the amniopyrazolo[4’’,3’’:5’,6’]pyrido[4’,3’:3,4]pyrazolo- [1,5-a]pyrimidine 28a-d. The structures of all the newly synthesized products were established by their elemental, spectral data and plausible mechanism has been postulated to account for their formation