Next Article in Journal
An Efficient Synthesis of 5-Alkoxycarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones Catalyzed by KSF Montmorillonite
Previous Article in Journal
Regioselectivity of Electrophilic Attack on 4-Methyl-1-Thioxo-1,2,4,5-Tetrahydro[1,2,4]Triazolo[4,3-A]Quinazolin-5-One Part 2: Reactions on Nitrogen Atom
Molecules 2000, 5(12), 1224-1239; doi:10.3390/51201224
Article

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

, *  and
Department of Chemistry, Faculty of Education, Ain Shams University, Roxy, 11711 Cairo, Egypt
* Author to whom correspondence should be addressed.
Received: 12 October 2000 / Revised: 2 November 2000 / Accepted: 9 November 2000 / Published: 18 December 2000
Download PDF [165 KB, uploaded 18 June 2014]
SciFeed

Abstract

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.
Keywords: quinolinone; quinolinethione; nucleophilic substitution; thiol-thione tautomerism; mass fragmentation quinolinone; quinolinethione; nucleophilic substitution; thiol-thione tautomerism; mass fragmentation
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
MDPI and ACS Style

Ismail, M.M.; Abass, M.; Hassan, M.M. Chemistry of Substituted Quinolinones. Part VI. Synthesis and Nucleophilic Reactions of 4-Chloro-8-methylquinolin-2(1H)-one and its Thione Analogue. Molecules 2000, 5, 1224-1239.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert