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5‐Azapurines and the structures of sym ‐triazole intermediates
Author(s) -
Hirata Tadashi,
Twanmoh LiMing,
Wood Harry B.,
Goldin Abraham,
Driscoll John S.
Publication year - 1972
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.5570090116
Subject(s) - chemistry , ring (chemistry) , triazine , triazole , isothiocyanate , isocyanate , reagent , phenyl isothiocyanate , 1,2,4 triazole , combinatorial chemistry , stereochemistry , computational chemistry , organic chemistry , polyurethane
Several isomers are possible when an isocyanate or an isothiocyanate is allowed to react with 3‐amino‐1,2,4‐triazole. It was found that variations in reagents or reaction conditions could be used to produce isomeric derivatives. The effect of substituents on the chemical shifts of adjacent ring protons is described for a number of new triazole derivatives. These data can be used to assign structures to new sym ‐triazole reaction products. Appropriate triazoles were used as intermediates in the synthesis of s ‐triazolo[1,5‐ a ]‐ s ‐triazine (5‐azapurine) derivatives. Spectral properties, methods of synthesis, and modes of degradation are described for several new members of this ring system.