Unusual transformation of 4-hydroxy-6-methyl-3-nitro-2H-pyrano[3,2-c]quinoline-2,5(6H)-dione into 1-methyl-4-substituted amino-2-oxo-1,2-dihydroquinoline-3-carboxylic acids
Al-Shimaa Badran, Magdy A. Ibrahim, Mai A. Mostafa
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Abstract
Reaction of 4-hydroxy-6-methyl-3-nitro-2H-pyrano[3,2-c]quinoline-2,5(6H)-dione (1) with some primary amines namely methylamine, ethylamine, propylamine, n-butylamine, benzylamine and furfurylamine in molar ratio 1:2, in boiling DMF afforded the unexpected 1-methyl-4-substitutedamino-2-oxo-1,2-dihydroquinoline-3-carboxylic acids. The suggested mechanism was typically described. Structures of the synthesized were clearly confirmed using spectroscopic and elemental analysis.
期刊介绍：
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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