Substituted quinolinones. 18. 3-Acetyl-4-methylthioquinolin-2(1H)-one as useful synthon intermediate for synthesis of some new quinolinones

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作者
Mohamed M. Hassan
Elham S. Othman
Mohamed Abass
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[1] Ain Shams University,Faculty of Education, Department of Chemistry
[2] College of Engineering,Basic Science Unit
[3] Majmaah University,undefined
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Quinolinone; Phase transfer catalysis; Vilsmeier reaction; Nucleophilic condensation; Annellation;
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摘要
3-Acetyl-4-methylthioquinolin-2(1H)-one (3) has been prepared and its reactivity towards treatment with different reagents, dilute sulfuric acid, aqueous sodium hydroxide, and hydrogen peroxide, is described. The reactions of compound 3 with benzylamine, benzaldehyde, DMF-DMA, Vilsmeier-Haack reagent, 2-chloro-3-formyl-pyridopyrimidone and malononitrile have been carried out under convenient conditions. Compound 3 underwent heterocyclization reactions with some binucleophiles, hydrazine, hydroxylamine, urea, thiourea, semicarbazide, and thiosemicarbazide, furnishing some known five, six, and seven heterocyclic annellated quinolines. All the new compounds have been characterized using different spectral and analytical tools.
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页码:1209 / 1225
页数:16
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