European Journal of Chemistry

Substituted Quinolinones. Part 16. Preparation and reactions of 3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)-3-oxopropanoic acid

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Published: Sep 30, 2011
DOI: https://doi.org/10.5155/eurjchem.2.3.378-387.351
Keywords:
Quinolin-2(1H)-one, b-Keto-carboxylic acid, Pyrano[3, 2-c]quinoline, Knoevenagel condensation, Heterocyclization reactions, Organic synthesis
Section
Research Article
Issue
Vol. 2 No. 3 (2011): September 2011
Dates
Received 2010-11-27
Accepted 2011-01-06
Published 2011-09-30


Main Article Content

Mohamed Abass
Department of Chemistry, Faculty of Education, Ain Shams University, Roxy, Cairo, 11757, Egypt
Elhossain Ali Mohamed
Department of Chemistry, Faculty of Education, Ain Shams University, Roxy, Cairo, 11757, Egypt
Mostafa Mohamed Ismail
Department of Chemistry, Faculty of Education, Ain Shams University, Roxy, Cairo, 11757, Egypt
Aisha Saleh Mayas
Department of Chemistry, Faculty of Education, Sana’a University, Sana’a, Yemen

Abstract

Preparation of quinolinyl-3-oxopropanoic acid was accomplished by hydrolysis of pyranoquinolinedione, in aqueous alkaline medium. The chemical behavior of this β-keto acid towards nitrosation, coupling with a diazonium salt, esterification, condensation with 2,2-diethoxyethanamine, hydrazinolysis, Knoevenagel condensation with isatine, salicylaldehyde, 3-formylquinolones, and 3-formylchromone, was investigated. Also many of the products of these reactions were obtained using either pyranoquinolinedione 1 or β-keto acid 2, under the same conditions.

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Abass, M.; Mohamed, E. A.; Ismail, M. M.; Mayas, A. S. Substituted Quinolinones. Part 16. Preparation and Reactions of 3-(4-Hydroxy-1-Methyl-2-Oxo-1,2-Dihydroquinolin-3-Yl)-3-Oxopropanoic Acid. Eur. J. Chem. 2011, 2, 378-387.

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