4-羟基-6-甲基-3-硝基- 2h -吡喃[3,2-c]喹啉-2,5(6H)-二酮异常转化为1-甲基-4-取代氨基-2-氧-1,2-二氢喹啉-3-羧酸

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-02-11 DOI:10.1016/j.tet.2025.134532

Al-Shimaa Badran, Magdy A. Ibrahim, Mai A. Mostafa

引用次数: 0

摘要

4-羟基-6-甲基-3-硝基- 2h -pyrano[3,2-c]喹啉-2,5(6H)-二酮(1)与甲胺、乙胺、丙胺、正丁胺、苄胺和糠胺等伯胺在沸腾DMF中以1:2的摩尔比反应，得到意想不到的1-甲基-4-取代氨基-2-氧-1,2-二氢喹啉-3-羧酸。对建议的机制作了典型的描述。合成产物的结构通过光谱和元素分析得到了明确的证实。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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

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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

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.

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

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.