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Synthesis of novel fused tricyclic quinolones: 4a,5-Dihydro-1H-[1;2,4]triazino[1,6-a]quinoline-2,4,6(3H)-triones

✍ Scribed by Dolorès Edmont; Christophe Marot; Jacques Chenault

Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
54 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis

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 alpha semicarbazidocarboxylate that readily cyclizes to the fused [1,2,4]triazino ring under ammonia/ethanol condition. Also, the reactivity of the [1,2,4]triazino ring thus obtained was studied.

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8-Fluoro-4-hydroxy-1H-[1,2,4]triazino[4,
8-Fluoro-4-hydroxy-1H-[1,2,4]triazino[4,5-a]quinoline-1,6(2H)-dione: Synthesis and reactivity
✍ Doloràs Edmont; Jacques Chenault 📂 Article 📅 2003 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 77 KB

## 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