Abstract
The Pfitzinger reaction between acetoacetic acid arylamides and the potassium salt of isatinic acid leads in good yield to 3-(N-arylcarbamoyl)-2-methylcinchoninic acids. Refluxing the latter in 2-propanol produced N-substituted imides of 2-methylquinoline-3,4-dicarboxylic acids and, with benzaldehyde in p-xylene in the presence of piperidine, to N-phenylimides of 2-styrylquinoline-3,4-dicarboxylic acids.
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Literature Cited
R. Elderfield, Heterocyclic Compounds, Vol. 4, Wiley, New York (1954).
E. Campaigne and J. Hutchinson, J. Heterocyclic. Chem.,7, 655 (1970).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 652–653, May, 1988.
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Ukhov, S.V., Konshin, M.E. Synthesis and reactions of 3-(N-arylcarbamoyl)-2-methylcinchoninic acid. Chem Heterocycl Compd 24, 531–533 (1988). https://doi.org/10.1007/BF00755694
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DOI: https://doi.org/10.1007/BF00755694