Synthesis of some new pyrazoles and their fused derivatives with expected biological activity / Emad Abdullah Deeb ; Supervised Nazmi Abdelatif Kassab , Nadia Hanafy Metwally

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

The condensation of 2-cyanomethylpyrazolo[1,5-a]pyrimidines 6a-c with various aromatic aldehydes afforded the corresponding arylidene of substituted pyrazolo[1,5-a]pyrimidines 8a-r. Coupling of compounds 6a-c with aryldiazonium salts led to formation of 2-arylhydrazono derivatives 16a-l. Reaction of the latter compounds with malononitrile led to formation of polyfused heterocyclic compounds 19a-h. The reaction of 6a-c with phenyl isothiocyanate, followed by addition of Ü-haloketones or Ü-haloesters afforded the polyheterocyclic compounds based-pyrazolo[1,5-a]pyrimidine derivatives. Also, the enamines of compounds 6a-c react with each of hydrazine hydrate and guanidine hydrochloride to give the pyrazolo[3,4-b]pyrimido- [1`,`2:5,1]pyrazolo[3,4-d]pyridines 35a-c and pyrimido[4`,5`:3,4]-pyrazolo[1,5- a]pyrimidines 38a-c, respectively. 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. The antimicrobial activity of some selected products was investigated

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