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Mendeleev Communications, 1995, Volume 5, Issue 6, Pages 227–228
DOI: https://doi.org/10.1070/MC1995v005n06ABEH000539
(Mi mendc5113)
 

This article is cited in 70 scientific papers (total in 70 papers)

Synthesis of [1,2,5]Oxadiazolo[3,4-e][1,2,3,4]tetrazine 4,6-Di-N-oxide

A. M. Churakov, S. L. Ioffe, V. A. Tartakovsky

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
Abstract: Treatment of 3-amino-4-(tert-butyl)azoxyfurazan with NO2BF4 in MeCN gives [1,2,5]oxadiazolo[3,4-e][1,2,3,4]tetrazine 4,6-di-N-oxide 2; 15N labelling experiments allowed the spectra of 2 to be fully assigned and provided support for the proposed structure. Diazonium oxide cation is proposed as the intermediate in ring closure.
Document Type: Article
Language: English


Citation: A. M. Churakov, S. L. Ioffe, V. A. Tartakovsky, “Synthesis of [1,2,5]Oxadiazolo[3,4-e][1,2,3,4]tetrazine 4,6-Di-N-oxide”, Mendeleev Commun., 5:6 (1995), 227–228
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  • https://www.mathnet.ru/eng/mendc/v5/i6/p227
  • This publication is cited in the following 70 articles:
    1. Agata N. Kuznetsova, Nikita E. Leonov, Oleg V. Anikin, Michael S. Klenov, Aleksandr M. Churakov, Yurii A. Strelenko, Roman A. Novikov, Ivan V. Fedyanin, Alla N. Pivkina, Tatiana S. Kon'kova, Valery P. Sinditskii, Anastasia D. Smirnova, Vladimir A. Tartakovsky, “Parent 1,4-dihydro-[1,2,3]triazolo[4,5-d][1,2,3]triazole and its derivatives as precursors for the design of promising high energy density materials”, New J. Chem., 49:1 (2025), 311  crossref
    2. N. M. Baraboshkin, V. P. Zelenov, I. V. Fedyanin, A. I. Samigullina, M. S. Klenov, “Cocrystals of [1,2,5]oxadiazolo[3,4-c]cinnoline 5-oxides and 1,5-dioxides: step-by-step development of crystal engineering of energetic materials”, CrystEngComm, 2025  crossref
    3. Zhihui Gu, Mengjie Bo, Zikai Gao, Congming Ma, Peng Ma, “Theoretical study on fused 1,2,3,4-tetrazine-1,3-dinitroxide derivatives under external electric field”, J Mol Model, 31:3 (2025)  crossref
    4. D. B. Lempert, E. L. Ignatieva, A. I. Stepanov, D. V. Dashko, A. I. Kazakov, A. V. Nabatova, G. V. Shilov, G. V. Lagodzinskaya, D. V. Korchagin, S. M. Aldoshin, “Propargyl-substituted furazanoazepines: synthesis, structure, enthalpy of formation, ballistic efficiency”, Himičeskaâ fizika, 43:1 (2024), 66  crossref
    5. D. B. Lempert, E. L. Ignatieva, A. I. Stepanov, D. V. Dashko, A. I. Kazakov, A. V. Nabatova, G. V. Shilov, G. V. Lagodzinskaya, D. V. Korchagin, S. M. Aldoshin, “Propargyl-Substituted Furazanoazepines: Synthesis, Structure, Enthalpy of Formation, Ballistic Efficiency”, Russ. J. Phys. Chem. B, 18:1 (2024), 172  crossref
    6. Jiarong Zhang, Huan Huo, Lianjie Zhai, Fuqiang Bi, Bozhou Wang, “Research progress on the synthesis of energetic N-oxides based on diazine, triazine and tetrazine”, FirePhysChem, 2024  crossref
    7. Shivaiah Vaddypally, Alex N. Byrne, C. Franklin Goldsmith, Michael J. Zdilla, Vitaly G. Kiselev, “Metal-Free Reversible Double Cyclization of Cyanuric Diazide to an Asymmetric Bitetrazolate via Cleavage of the Six-Membered Aromatic Ring”, Inorg. Chem., 63:5 (2024), 2322  crossref
    8. N. M. Baraboshkin, V. P. Zelenov, D. V. Khakimov, A. V. Dzyabchenko, T. S. Pivina, “Cocrystals of polynitrogen compounds as a basis for promising energetic materials: crystal structure prediction methods, their experimental verification, and evaluation of cocrystal properties”, Russ Chem Bull, 73:2 (2024), 243  crossref
    9. A. I. Kazakov, D. B. Lempert, A. V. Nabatova, E. L. Ignatieva, D. V. Dashko, V. V. Raznoschikov, L. S. Yanovskiy, “Kinetics of the Thermal Decomposition of N-Allyl Derivatives of 7H-Difurazanofuxanoazepine and 7H-Trifurazanoazepine”, Russ. J. Phys. Chem. B, 17:3 (2023), 673  crossref
    10. D. B. Lempert, E. L. Ignateva, A. I. Stepanov, D. V. Dashko, A. I. Kazakov, A. V. Nabatova, G. V. Shilov, A. N. Utenyshev, S. M. Aldoshin, “Tsianometilzameschennye furazanoazepinov: sintez, struktura, entalpiya obrazovaniya, ballisticheskaya effektivnost”, Himičeskaâ fizika, 42:5 (2023), 11  crossref
    11. D. B. Lempert, E. L. Ignatieva, A. I. Stepanov, D. V. Dashko, A. I. Kazakov, A. V. Nabatova, G. V. Shilov, A. N. Utenyshev, S. M. Aldoshin, “Cyanomethyl-Substituted Furazanoazepines: Synthesis, Structure, Enthalpy of Formation, and Ballistic Efficiency”, Russ. J. Phys. Chem. B, 17:3 (2023), 702  crossref
    12. Nikita V. Muravyev, “Thermal stability vs. energy content of compound: Thermolysis of tetrazino-tetrazine 1,3,6,8-tetraoxide (TTTO) from a broad perspective”, Chemical Engineering Journal, 472 (2023), 145032  crossref
    13. Thomas M. Klapötke, Nano and Micro‐Scale Energetic Materials, 2023, 453  crossref
    14. Aleksandr M. Churakov, Michael S. Klenov, Aleksey A. Voronin, Vladimir A. Tartakovsky, Nitrogen‐Rich Energetic Materials, 2023, 139  crossref
    15. D. B. Lempert, E. L. Ignateva, A. I. Stepanov, D. V. Dashko, A. I. Kazakov, A. V. Nabatova, G. V. Shilov, S. M. Aldoshin, “Sintez, struktura, entalpiya obrazovaniya, ballisticheskaya effektivnost allilzameschennykh furazanoazepinov”, Himičeskaâ fizika, 42:2 (2023), 3  crossref
    16. D. B. Lempert, E. L. Ignatieva, A. I. Stepanov, D. V. Dashko, A. I. Kazakov, A. V. Nabatova, G. V. Shilov, D. V. Korchagin, S. M. Aldoshin, “Methyl-Substituted Derivatives of Furazanoazepines: Synthesis, Structure, Enthalpy of Formation, and Ballistic Efficiency”, Russ. J. Phys. Chem. B, 17:5 (2023), 1106  crossref
    17. A. I. Kazakov, D. B. Lempert, A. V. Nabatova, E. L. Ignateva, D. V. Dashko, V. V. Raznoschikov, L. S. Yanovskii, “Kinetika termicheskogo raspada N-allilnykh proizvodnykh 7H-difurazanofuroksanoazepina i 7H-trifurazanoazepina”, Himičeskaâ fizika, 42:5 (2023), 3  crossref
    18. D. B. Lempert, E. L. Ignateva, A. I. Stepanov, D. V. Dashko, A. I. Kazakov, A. V. Nabatova, G. V. Shilov, D. V. Korchagin, S. M. Aldoshin, “Metilzameschennye proizvodnye furazanoazepinov: sintez, struktura, entalpiya obrazovaniya, ballisticheskaya effektivnost”, Himičeskaâ fizika, 42:9 (2023), 20  crossref
    19. D. B. Lempert, E. L. Ignatieva, A. I. Stepanov, D. V. Dashko, A. I. Kazakov, A. V. Nabatova, G. V. Shilov, S. M. Aldoshin, “Allyl-Substituted Furazanoazepines, Synthesis, Structure, Enthalpy of Formation, And Ballistic Efficiency”, Russ. J. Phys. Chem. B, 17:1 (2023), 1  crossref
    20. Maria Koyioni, Panayiotis A. Koutentis, Comprehensive Heterocyclic Chemistry IV, 2022, 586  crossref
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