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Fused 1,2,4-triazole heterocycles. IV. Synthesis of four new heterocyclic ring systems of [1,2,4]triazolo[1,3]thiazinoquinolines

✍ Scribed by Ferenc Kóródi; József Jekõ; Zoltán Szabó


Publisher
Journal of Heterocyclic Chemistry
Year
1997
Tongue
English
Weight
485 KB
Volume
34
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

Syntheses of 5__H__‐[1,2,4]triazolo[5′,1′:2,3][1,3]thiazino[5,4‐c]quinolines 8, 5__H__‐[1,2,4]triazolo[3′,4′:2)3][1,3]thiazino[5,4‐c]quinolines 9, 5__H__‐[1,2,4]triazolo[5′,1′:2,3][1,3]thiazino[5,6‐c]quinolines 14 and 5__H__‐[1,2,4]triazolo[3′,4′:2,3][1,3]thiazino[5,6‐c]quinolines 15 are described starting from 4‐chloro‐3‐chloromethylquinaldine (4) and 1,2,4‐triazole‐5‐thiols 5 taking advantage of different reactivity of the chlorine atoms of 4 under different reaction conditions. The structures of products 8, 9, 14 and 15 and the intermediates leading to them were confirmed by desulfurization, unequivocal syntheses and nmr spectroscopy as well.


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