Synthesis of 1,2,3,4-tetrazine 1,3-dioxides annulated with 1,2,3-triazoles and 1,2,3-triazole 1-oxides

1,2,3,4-Tetrazine 1,3-dioxides annulated with 1,2,3-triazoles and 1,2,3-triazole 1-oxides have been synthesized by the reaction of 4-amino-5-(tert-butyl-NNO-azoxy)-2-R-2H-1,2,3-triazoles (R=Me, i-Pr, t-Bu) and their 1-oxides (R=H, Me, Et, i-Pr) with the HNO3/H2SO4/Ac2O system. Their thermal stabilit...

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Bibliographic Details
Published in:Tetrahedron 2014-05, Vol.70 (18), p.3018-3022
Main Authors: Voronin, Alexey A., Zelenov, Victor P., Churakov, Aleksandr M., Strelenko, Yurii A., Fedyanin, Ivan V., Tartakovsky, Vladimir A.
Format: Article
Language:English
Subjects:
1,2,3,4-Tetrazine
1,2,3-Triazole
Heteroannulation
Oxodiazonium ion
Spectroscopic analysis
Spectroscopy
Synthesis (chemistry)
Tetrahedrons
Thermal stability
X-rays
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Summary:1,2,3,4-Tetrazine 1,3-dioxides annulated with 1,2,3-triazoles and 1,2,3-triazole 1-oxides have been synthesized by the reaction of 4-amino-5-(tert-butyl-NNO-azoxy)-2-R-2H-1,2,3-triazoles (R=Me, i-Pr, t-Bu) and their 1-oxides (R=H, Me, Et, i-Pr) with the HNO3/H2SO4/Ac2O system. Their thermal stability, spectroscopic, and X-ray properties have been studied. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.03.003