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Mendeleev Communications, 2011, Volume 21, Issue 3, Pages 149–150
DOI: https://doi.org/10.1016/j.mencom.2011.04.012
(Mi mendc2897)
 

This article is cited in 15 scientific papers (total in 15 papers)

Nucleophilic substitution in 1-methyl-3,4,5-trinitro-1H-pyrazole

I. L. Dalinger, I. A. Vatsadze, T. K. Shkineva, G. P. Popova, S. A. Shevelev

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
Abstract: 1-Methyl-3,4,5-trinitropyrazole in reaction with thiols, phenols, oximes, ammonia, amines and NH-azoles gives substitution products of the 5-positioned nitro group.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (217.6 Kb)


Citation: I. L. Dalinger, I. A. Vatsadze, T. K. Shkineva, G. P. Popova, S. A. Shevelev, “Nucleophilic substitution in 1-methyl-3,4,5-trinitro-1H-pyrazole”, Mendeleev Commun., 21:3 (2011), 149–150
Linking options:
  • https://www.mathnet.ru/eng/mendc2897
  • https://www.mathnet.ru/eng/mendc/v21/i3/p149
  • This publication is cited in the following 15 articles:
    1. Fang Chen, Yi Wang, Siwei Song, Kangcai Wang, Qinghua Zhang, “Impact of Positional Isomerism on Melting Point and Stability in New Energetic Melt-Castable Materials”, J. Phys. Chem. C, 127:18 (2023), 8887  crossref
    2. Larry Yet, Comprehensive Heterocyclic Chemistry IV, 2022, 1  crossref
    3. Vishnu Ji Ram, Arun Sethi, Mahendra Nath, Ramendra Pratap, The Chemistry of Heterocycles, 2019, 149  crossref
    4. A. C. Götzinger, T. J. J. Müller, Knowledge Updates 2017/3, 2017  crossref
    5. M. A. Yurovskaya, A. V. Karchava, “Synthesis of O-hetaryloximes”, Russ Chem Bull, 66:6 (2017), 935  crossref
    6. Thomas M. Klapötke, Alexander Penger, Carolin Pflüger, Jörg Stierstorfer, “Melt-cast materials: combining the advantages of highly nitrated azoles and open-chain nitramines”, New J. Chem., 40:7 (2016), 6059  crossref
    7. Igor L. Dalinger, Alexandr V. Kormanov, Irina A. Vatsadze, Tatyana K. Shkineva, Andrei M. Kozeev, Boris B. Averkiev, Aleksei B. Sheremetev, “N-Alkylation and N-amination of isomeric nitro derivatives of 3-methyl-4-(1H-pyrazol-3(5)-yl)furazan”, Chem Heterocycl Comp, 51:9 (2015), 819  crossref
    8. Ping Yin, Jiaheng Zhang, Damon A. Parrish, Jean'ne M. Shreeve, “Energetic N,N′‐Ethylene‐Bridged Bis(nitropyrazoles): Diversified Functionalities and Properties”, Chemistry A European J, 20:50 (2014), 16529  crossref
    9. Mikhail E. Kletskii, Oleg N. Burov, Igor L. Dalinger, Svyatoslav A. Shevelev, “The mechanisms of nucleophilic substitution in 1-methyl-3,4,5-trinitropyrazole”, Computational and Theoretical Chemistry, 1033 (2014), 31  crossref
    10. Thomas M. Klapötke, Alexander Penger, Carolin Pflüger, Jörg Stierstorfer, Muhamed Sućeska, “Advanced Open‐Chain Nitramines as Energetic Materials: Heterocyclic‐Substituted 1,3‐Dichloro‐2‐nitrazapropane”, Eur J Inorg Chem, 2013:26 (2013), 4667  crossref
    11. I. L. Dalinger, D. V. Khakimov, T. K. Shkineva, I. A. Vatsadze, G. P. Popova, T. S. Pivina, S. A. Shevelev, “Quantum-chemical study of the reactivity of di- and trinitropyrazoles”, Chem Heterocycl Comp, 48:11 (2013), 1646  crossref
    12. I. A. Vatsadze, I. L. Dalinger, T. K. Shkineva, G. P. Popova, S. A. Shevelev, “Nitropyrazoles 22. On reactivity of 3,5-dinitro-4-(phenylsulfonyl)pyrazole and its N-methyl derivative”, Russ Chem Bull, 61:2 (2012), 469  crossref
    13. I. L. Dalinger, I. A. Vatsadze, T. K. Shkineva, G. P. Popova, S. A. Shevelev, “Nitropyrazoles 20. Synthesis and transformations of 1-methoxymethyl-3,4,5-trinitropyrazole”, Russ Chem Bull, 61:2 (2012), 464  crossref
    14. I. L. Dalinger, I. A. Vatsadze, T. K. Shkineva, G. P. Popova, S. A. Shevelev, “Hydrogen halides as nucleophilic agents for 3,4,5-trinitro-1H-pyrazoles”, Mendeleev Commun., 22:1 (2012), 43–44  mathnet  crossref
    15. Igor L. Dalinger, Irina A. Vatsadze, Tatyana K. Shkineva, Galina P. Popova, Svyatoslav A. Shevelev, “ChemInform Abstract: Nucleophilic Substitution in 1‐Methyl‐3,4,5‐trinitro‐1H‐pyrazole”, ChemInform, 42:42 (2011)  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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