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Reaction of 3-(4-Chlorofurazanyl-3-N(O)N-azoxy)-4-nitrofurazan with Weak Bases

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Abstract

When 3-(4-chlorofurazanyl-3-N(O)N-azoxy)-4-nitrofurazan reacts with weak bases and nucleophiles, we observe selective attack on the carbon atom bonded to the nitro group; we do not observe products formed by substitution of the chlorine.

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REFERENCES

  1. B. W. Nash,R. A. Newberry,R. Pickles, andW. K. Warburton, J. Chem. Soc. (C), 2794 (1969).

  2. P. Sauerberg,P. H. Olesen,S. Nielsen,S. Treppendahl,M. J. Sheardown,T. Honore,C. H. Mitch,J. S. Ward,A. J. Pike,F. P. Bymaster,B. D. Sawyer, andH. E. Shannon, J. Med. Chem., 35, 2274 (1992).

    Google Scholar 

  3. A. B. Sheremetev,Yu. A. Strelenko,T. S. Novikova, andL. I. Khmelnitskii, Tetrahedron, 49, 5905 (1993).

    Google Scholar 

  4. A. B. Sheremetev,O. V. Kharitonova,T. M. Melnikova,T. S. Novikova,V. S. Kuzmin, andL. I. Khmelnitskii, Mendeleev Commun., 141 (1996).

  5. A. B. Sheremetev,V. O. Kulagina, andE. A. Ivanova, J. Org. Chem., 61, 1510 (1996).

    Google Scholar 

  6. A. B. Sheremetev,S. E. Semenov,V. S. Kuzmin,Yu. A. Strelenko, andS. L. Ioffe, Chem.-Eur. J., 4, 1023 (1998).

    Google Scholar 

  7. A. B. Sheremetev,V. O. Kulagina,N. S. Aleksandrova,D. E. Dmitriev,Yu. A. Strelenko,V. P. Lebedev, andYu. Matyushin, Propellants, Explos., Pyrotechn., 23, 142 (1998).

    Google Scholar 

  8. A. B. Sheremetev andN. S. Aleksandrova, Mendeleev Commun., 238 (1998).

  9. A. B. Sheremetev,O. V. Kharitonova,E. V. Mantseva,V. O. Kulagina,E. V. Shatunova,N. S. Aleksandrova,T. M. Mel'nikova,E. A. Ivanova,D. E. Dmitriev,V. A. Eman,I. L. Yudin,V. S. Kuz'min,Yu. A. Strelenko,T. S. Novikova,O. V. Lebedev, andL. I. Khmel'nitskii, Zh. Org. Khim., 10, 1555 (1999).

    Google Scholar 

  10. A. B. Sheremetev,N. S. Aleksandrova,T. M. Melnikova,T. S. Novikova,Yu. A. Strelenko, andD. E. Dmitriev, Heteroatom. Chem., 11, 48 (2000).

    Google Scholar 

  11. A. B. Sheremetev,N. S. Aleksandrova,E. V. Mantseva, andD. E. Dmitriev, Mendeleev Commun., 67 (2000).

  12. A. B. Sheremetev, Ros. Khim. Zh. (Zh. Khim. Obshch. im. D. I. Mendeleeva), 41, No. 2, 43 (1997) [Mendeleev Chem. J., 41, No. 2, 62 (1997)].

    Google Scholar 

  13. A. B. Sheremetev,N. N. Makhova, andW. Friedrichsen, Adv. Heterocycl. Chem., Acad. Press, 78, 65 (2000).

    Google Scholar 

  14. J. R. Beck, Tetrahedron, 34, 2057 (1978).

    Google Scholar 

  15. M. V. Gorelik andL. S. Efros, Principles of the Chemistry and Technology of Aromatic Compounds [in Russian], Khimiya, Moscow (1992), p. 302.

    Google Scholar 

  16. F. Terrier, Nucleophilic Aromatic Displacement: The Influence of the Nitro Group, Organic Nitro Chemistry Series, VCH Publ., Weinheim (1991), p. 460.

    Google Scholar 

  17. C. Paradisi andG. Scorrano, Accounts Chem. Res., 32, 958 (1999).

  18. V. V. Plakhtinskii,V. A. Ustinov, andG. S. Mironov, Izv. Vuzov., Ser. Khim. Khim. Tekhnol., 28, 3 (1985).

    Google Scholar 

  19. N. S. Vul'fson,V. G. Zaikin, andA. I. Mikaya, Mass Spectrometry of Organic Compounds [in Russian], Khimiya, Moscow (1986), p. 116.

    Google Scholar 

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Sheremetev, A.B., Aleksandrova, N.S., Mantseva, E.V. et al. Reaction of 3-(4-Chlorofurazanyl-3-N(O)N-azoxy)-4-nitrofurazan with Weak Bases. Chemistry of Heterocyclic Compounds 39, 1357–1363 (2003). https://doi.org/10.1023/B:COHC.0000010653.01134.a7

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  • DOI: https://doi.org/10.1023/B:COHC.0000010653.01134.a7

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