REACTIONS WITH HETEROCYCLIC AMIDINES: NEW ROUTES FOR THE SYNTHESIS OF NOVEL AZOLO[1,5-a]PYRIMIDINE, BENZO[4,5]IMIDAZO[1,2-a]PYRIMIDINE, SOME PYRIDINE, PYRAN AND PYRAZOLE DERIVATIVES CONTAINING THE ANTIPYRINE MOIETY

Tarek M. Abu Elmaati
Faculty of Specific Education, New Damietta, Egypt, P.O.Box. 34517.
E-mail: tasaid@hotmail.com
 

Abstract
Some novel pyrazolo[1,5-a]pyrimidines 5a,e, 1,2,4-triazolo[1,5-a]pyrimidine 10 and benzo[4,5]imidazo[1,2-a]pyrimidine 15 could be synthesized by reacting 3-dimethylamino-2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbonyl)- acrylonitrile (2) with 5-amino-3,4-substituted-1H-pyrazoles 3a-e, 3-amino-1,2,4-triazole 9 and 2-aminobenzimidazole 12 respectively. The reaction of 2 with 2-benzimidazolylacetonitrile (17) afforded the benzo[4,5]imidazo[1,2-a]pyridine 18. On the other hand, the reaction of 2 with hydrazine, phenylhydrazine, malononitrile dimer and ethyl cyanoacetate dimer produced the pyrazoles 22, 23, the pyridine 26 and the pyrone 28, respectively.