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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
Author(s) -
Kóródi Ferenc,
Jekõ József,
Szabó Zoltán
Publication year - 1997
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570340431
Subject(s) - chemistry , ring (chemistry) , chlorine atom , reactivity (psychology) , triazole , stereochemistry , 1,2,4 triazole , nuclear magnetic resonance spectroscopy , chlorine , medicinal chemistry , organic chemistry , medicine , alternative medicine , pathology
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.