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Synthesis and some properties of the salts of N-(het)aryl-N´-hydroxydiazene N-oxides

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Abstract

Salts of N-(het)aryl-N´-hydroxydiazene N-oxides were synthesized by the reaction of sodium nitrohydroxylaminate (Angeli´s salt) with the appropriate nitro compounds. The ion exchange reactions gave the corresponding copper and lead salts. The thermal stability of the synthesized salts was evaluated. Methylation of the synthesized salts afforded N-(het)aryl-N´-methoxydiazene N-oxides.

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References

  1. D. B. Lempert, G. N. Nechiporenko, V. A. Avdonin, Russ. J. Appl. Chem., 1998, 71, 47.

    Google Scholar 

  2. G. A. Marchenko, O. G. Yakovleva, V. Z. Latypova, L. N. Punegova, D. A. Semanov, V. V. Cherevin, Yu. M. Kargin, I. V. Tzelinskii, Russ. J. Org. Chem. USSR, 1988, 24, 1429.

    Google Scholar 

  3. I. N. Zyuzin, D. B. Lempert, G. N. Nechiporenko, Russ. Chem. Bull., 2003, 52, 1431.

    Article  CAS  Google Scholar 

  4. M. Piskorz, T. Urbanski, Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1963, 11, 597.

    CAS  Google Scholar 

  5. G. A. Marchenko, O. G. Yakovleva, V. Z. Latypova, L. N. Punegova, V. V. Cherevin, Yu. M. Kargin, I. V. Tzelinskii, Russ. J. Org. Chem. USSR, 1989, 25, 1843.

    Google Scholar 

  6. I. N. Zyuzin, K. Yu. Suponitsky, A. B. Sheremetev, J. Heterocycl. Chem., 2012, 49, 561.

    Article  CAS  Google Scholar 

  7. G. A. Marchenko, A. S. Mukhamedzyanov, I. V. Tzelinskii, Zh. Org. Khim. [Russ. J. Org. Chem. USSR], 1985, 21, 1429 (in Rusian).

    CAS  Google Scholar 

  8. G. A. Marchenko, A. S. Mukhamedzyanov, I. V. Tzelinskii, Zh. Org. Khim. [Russ. J. Org. Chem. USSR], 1985, 21, 1426 (in Russian).

    CAS  Google Scholar 

  9. O. A. Luk´yanov, G. A. Smirnov, V. V. Sevost´yanova, Russ. Chem. Bull., 1995, 44, 1474.

    Article  Google Scholar 

  10. I. N. Zyuzin, N. I. Golovina, B. S. Fedorov, G. V. Shilov, G. N. Nechiporenko, Russ. Chem. Bull., 2003, 52, 761.

    Article  CAS  Google Scholar 

  11. I. N. Zyuzin, K. Y. Suponitsky, I. L. Dalinger, Chem. Heterocycl. Compd., 2017, 53, 702.

    Article  CAS  Google Scholar 

  12. I. N. Zyuzin, Z. G. Aliev, S. M. Aldoshin, J. Struct. Chem., 2017, 58, 763.

    Article  CAS  Google Scholar 

  13. I. N. Zyuzin, Z. G. Aliev, T. K. Goncharov, E. L. Ignatieva, S. M. Aldoshin, J. Struct. Chem., 2017 58, 113.

    Article  CAS  Google Scholar 

  14. L. L. Fershtat, I. V. Ovchinnikov, M. A. Epishina, N. N. Makhova, A. A. Romanova, D. B. Lempert, N. V. Muravyev, ChemPlusChem., 2017, 82, 1315.

    Article  CAS  Google Scholar 

  15. A. I. Kazakov, L. S. Kurochkina, A. V. Nabatova, D. B. Lempert, I. L. Dalinger, A. V. Kormanov, O. V. Serushkina, A. B. Sheremetev, Dokl. Phys. Chem., 2018, 478, 15.

    Article  CAS  Google Scholar 

  16. I. L. Dalinger, O. V. Serushkina, N. V. Muravyev, D. B. Meerov, E. A. Miroshnichenko, T. S. Kon´kova, K. Yu. Suponitsky, M. V. Vener, A. B. Sheremetev, J. Mater. Chem. A, 2018, 6, 18669.

    Article  CAS  Google Scholar 

  17. O. Baudisch, Ber. Dtsch. Chem. Ges., 1913, 45, 3429.

    Article  CAS  Google Scholar 

  18. L. B. Volodarkiy, N. Yu. Tormysheva, Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk [Bull. Sib. Div. Acad. Sci. USSR, Ser. Chem. Sci.], 1976, No. 9, 136 (in Russian).

    Google Scholar 

  19. E. H. White, C. P. Lewis, M. A. Ribi, T. J. Ryan, J. Org. Chem., 1981, 46, 552.

    Article  CAS  Google Scholar 

  20. T. E. Stevens, J. Org. Chem., 1964, 2, 311.

    Article  Google Scholar 

  21. E. Müller, H. Metzger, Chem. Ber., 1956, 89, 396.

    Article  Google Scholar 

  22. J. Cason, F. S. Prout, J. Am. Chem. Soc., 1949, 71, 1218.

    Article  CAS  Google Scholar 

  23. M. Gotz, K. Grozinnger, Tetrahedron, 1971, 27, 4449.

    Article  CAS  Google Scholar 

  24. J. P. Freeman, J. Org. Chem., 1963, 28, 2508.

    Article  CAS  Google Scholar 

  25. A. Angeli, F. Angelico, Gazz. Chim. Ital., 1903, 33, 239.

    CAS  Google Scholar 

  26. A. Angeli, F. Angelico, Gazz. Chim. Ital., 1905, 35, 152.

    CAS  Google Scholar 

  27. D. Bigiavi, F. Franceschi, Gazz. Chim. Ital., 1927, 57, 378.

    Google Scholar 

  28. M. V. George, R. W. Kierstead, G. F. Wright, Can. J. Chem., 1959, 37, 679.

    Article  CAS  Google Scholar 

  29. A. B. Sheremetev, E. V. Mantseva, D. E. Dmitriev, F. S. Sirovskii, Russ. Chem. Bull., 2002, 51, 659.

    Article  CAS  Google Scholar 

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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

    G. A. Smirnov & O. A. Luk´yanov

Authors
  1. G. A. Smirnov
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  2. O. A. Luk´yanov
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Correspondence to G. A. Smirnov.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 0295–0299, February, 2020.

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Smirnov, G.A., Luk´yanov, O.A. Synthesis and some properties of the salts of N-(het)aryl-N´-hydroxydiazene N-oxides. Russ Chem Bull 69, 295–299 (2020). https://doi.org/10.1007/s11172-020-2759-x

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  • DOI: https://doi.org/10.1007/s11172-020-2759-x

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