An efficient synthesis of pyrazolo[3,4-b]quinolin-3-amine and benzo[b][1,8]naphthyridine derivatives.
2-Oxo-4-phenyl-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile (10) reacted with hydrazine hydrate, phenylisothiocyanate or benzoyl chloride to give derivatives 12, 13 and 15, respectively. The latter two products were treated with hydrazine hydrate to afford pyrozole[3,4-b]quinolines derivatives 14 and 16, respectively. Compound 10 also reacted with acetonitrile dimer or malononitrile dimer to yield benzo[b][1,8]-naphthyridine derivatives. A single crystal X-ray crystallographic analysis was performed on compound 10, confirming its structure.
Elkholy
Yehya M
YM
Chemistry Department, Faculty of Science, Helwan University, Ain-Helwan, Cairo, Egypt. y_elkholy@yahoo.com
D000634:Aminoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D009287:Naphthyridines / Q000138:chemical synthesis* / Q000737:chemistry; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry
D000634:Aminoquinolines; D009287:Naphthyridines; D011720:Pyrazoles