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Synthesis of [1,2,4]triazolo[4,3-b]-s-tetrazines with incorporated furazan ring

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Abstract

Furazancarboxylic hydrazides can serve as nucleophiles to substitute for one dimethylpyrazole fragment in bis(3,5-dimethylpyrazol-1-yl)-s-tetrazine, giving the corresponding N′-[6-(3,5-dimethylpyrazol-1-yl)-s-tetrazin-3-yl]-4-R-furazan-3-carbohydrazides in good yields. Dehydration of the indicated carbohydrazides in polyphosphoric acid for the first time gave rise to [1,2,4]triazolo[4,3-b]-s-tetrazines containing the furazan ring as a substituent at the triazole ring.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    A. B. Sheremetev, N. V. Palysaeva & M. I. Struchkova

  2. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    K. Yu. Suponitskii

Authors
  1. A. B. Sheremetev
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  2. N. V. Palysaeva
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  3. K. Yu. Suponitskii
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  4. M. I. Struchkova
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Corresponding author

Correspondence to A. B. Sheremetev.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 119—128, January, 2012.

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Sheremetev, A.B., Palysaeva, N.V., Suponitskii, K.Y. et al. Synthesis of [1,2,4]triazolo[4,3-b]-s-tetrazines with incorporated furazan ring. Russ Chem Bull 61, 121–130 (2012). https://doi.org/10.1007/s11172-012-0017-6

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  • DOI: https://doi.org/10.1007/s11172-012-0017-6

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