Chemistry of Substituted Quinolinones. Part VI. Synthesis and Nucleophilic Reactions of 4-Chloro-8-methylquinolin-2(1H)-one and its Thione Analogue

The synthesis of 4-chloro-8-methylquinolin-2(1H)-one and its thione analogue is described. Some nucleophilic substitution reactions of the 4-chloro group were carried out to get new 4-substituted 2-quinolinones and quinolinethiones, such as 4-sulfanyl, hydrazino, azido and amino derivatives, which a...

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Bibliographic Details
Published in:MolBank 2000-12, Vol.5 (12), p.1224-1239
Main Authors: Ismail, Mostafa M, Abass, Mohamed, Hassan, Mohamed M
Format: Article
Language:English
Subjects:
Chemistry
mass fragmentation
nucleophilic substitution
Phosphorus
quinolinethione
quinolinone
thiol-thione tautomerism
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Summary:The synthesis of 4-chloro-8-methylquinolin-2(1H)-one and its thione analogue is described. Some nucleophilic substitution reactions of the 4-chloro group were carried out to get new 4-substituted 2-quinolinones and quinolinethiones, such as 4-sulfanyl, hydrazino, azido and amino derivatives, which are of important synthetic use. The structure of the new compounds was established by their elemental analysis, IR and 1H-NMR spectra. Also the mass fragmentation pattern of some products is discussed.
ISSN:1420-3049
1420-3049
1422-8599
DOI:10.3390/51201224