الفهرس 
IntroductionOnly 14 pages are availabe for public view
 |  | from | 136 |  |  |
| | | from | 136 | | |
Abstract
I-Summary of the original work:
1.1. Syntheses of polyfunctionally substituted quinolin-4(5H)-one derivatives:
2,4-Dichloroquinoline-3-carbonitrile (119) reacted with appropriate secondary
amines 159a-d in DMF solution at room temperature did not afford the 2-alkyl amino-4-
chloroquinoline-3-carbonitrile 160 but gave instead of the expected isomeric structure, 4-
2-Chloro-4-( 4-methypiperazino)quinoline-3-carbonitrile(161a) reacted with sodium
azide in DMF at 80°C, the ring-closed tetrazolo[ 1 ,5-a ]quinoline (163) was isolated instead
of the isomeric azidoquinoline 162, based on the absence of an azido band in IR spectrum.
Acid hydrolysis of 2-chloro-4( 4-rnethylpiperidino )quinoline- 3-carbonitrile 161 b
produced in one step 4-( 4-methylpiperidino )-2-oxo-] ,2-dihydroquinoline-3-carbonitrile
(165) and did not give the isomeric quinolin-4-one 164~ Alkylation of (165) with alkyl
halide 166a-c in the presence of K2C01 afforded respectively, the N-alkyl derivatives
167a-c which refluxed with an excess of hydrazine hydrate (80%) for 12h afforded the
novel 5-alkyl- 3-amino-pyrazolo[ 4,3-c ]quinolines-4-ones 170a-c, their structures were
confirmed on the basis of consistent elemental and spectral data.
Substituted pyrazoio[4,3-c]quinolin-2-one 170a,b reacted with sodium nitrite In
70% solution of H2S04 at -5°C followed by the reaction of pyrazoloquinoline diazonium
sulphate with an aqueous solution of sodium azide did not give the ring-ciosed
pyrazolotetrazoloquinoline 173 but instead gave the isomeric azidopyrazoloquinoline
171a,b which refluxed with triphenyl phosphine in toluene for an hour afforded the open-
chain 5-methyl- 3-[(triphenylphosphoranylidene )-amino]-] H-pyrazoio[ 4,3-c ]quinolines-