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8-Fluoro-4-hydroxy-1H-[1,2,4]triazino[4,5-a]quinoline-1,6(2H)-dione: Synthesis and reactivity

✍ Scribed by Doloràs Edmont; Jacques Chenault


Publisher
Journal of Heterocyclic Chemistry
Year
2003
Tongue
English
Weight
77 KB
Volume
40
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

A simple and versatile methodology to synthesise 4‐hydroxy‐1__H__‐[1,2,4]triazino[4,5‐a]quinoline‐1,6(2__H__)‐dione from methyl 6‐fluoro‐4‐oxo‐1,4‐dihydro‐2‐quinolinecarboxylate has been developed. It involves car‐bohydrazide formation followed by a condensation with triphosgene to form the fused [1,2,4]triazino ring. In addition, the reactivity of the [1,2,4]triazino ring has been studied.


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## Abstract A versatile methodology to build the 1__H__‐[1,2,4]triazino[1,6‐__a__]quinoline‐2,4,6(3__H__)‐trione structure from methyl 6‐fluoro4‐oxo‐1,4‐dihydro‐2‐quinolinecarboxylate was developed. The method involves an __N__‐ami‐nation followed by condensation of an aroyl isocyanate to form an a