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Synthesis 1991; 1991(9): 727-730
DOI: 10.1055/s-1991-26557
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A Comparative Study of Synthetic Approaches to 1-Methyl-2,5,8(1H)-quinolinetrione and 4-Methyl-2,5,8(1H)-quinolinetrione

C. Avendaño* , E. de la Cuesta, C. Gesto
  • *Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, E-28040 Madrid, Spain
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Publikationsdatum:
29. April 2002 (online)

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The best overall yield for 1-methyl-2,5,8(1H)-quinolinetrione was obtained by the dichromate oxidation of 1-methyl-8-hydroxy-2-quinolone. 4-Methyl-2,5,8(1H)-quinolinetrione was synthesized by acetoacetylation of 2,5-dimethoxyaniline with 2,2,6-trimethyl-4H-1,3-dioxin-4-one followed by oxidation with ceric ammonium nitrate.