Synthesis of some new fused azine derivatives of expected biological activity / Mona Said Mohammed Mahdy ; Supervised Eman Ali Ragab

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

The original work of this thesis includes: The condensation of 2-(cyanomethyl)-6-oxo-6,7,8,9-tetrahydropyrazolo[1,5- a]quinazoline-3-carbonitriles 4a,b with various aromatic aldehydes afforded the corresponding arylidene of substituted pyrazolo[1,5-a]quinazolines 6a-r. Coupling of compounds 4a,b with aryldiazonium chlorides led to formation of 2-arylhydrazono derivatives 12a-h. The reaction of compounds 4a,b with phenyl isothiocyanate, followed by addition of Ü-haloketones, Ü-haloesters and chloroacetonitrile afforded the polyheterocyclic compounds based- pyrazolo[1,5-a]quinazoline derivatives. The reaction of compounds 4a,b react with phenyl isothiocyanate and elemental sulfur gave the thiazole-2- thione derivatives 33a,b. Also, the enamine of compounds 4a,b react with each of hydrazine hydrate and guanidine hydrochloride to give pyrazolo[4'',3'':5',6']pyrido[4',3':3,4]pyrazolo[1,5-a]quinazolin-8-ones 38a,b and pyrimido[5'',4'':5',6']pyrido[4',3':3,4]pyrazolo[1,5-a]quinazolin-9(10H)- ones 41a,b, respectively. The structure of all the newly synthesized compounds was elucidated by elemental analyses, spectral data and plausible mechanisms have been postulated to account for their formation. The antimicrobial activity of some new selected products was also investigated.

Issued also as CD