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Nitropyrazoles

8. 3(5)-Amino-4-nitropyrazole: convenient synthesis and study of nitration

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Abstract

A new preparative method for the synthesis of 3(5)-amino-4-nitropyrazole starting from accessible 3(5)-methylpyrazole has been elaborated. Nitration of the former affords 3(5)-nitramino-4-nitropyrazole or 1, 4-dinitro-3-aminopyrazole, depending on the reaction conditions.

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References

  1. S. A. Shevelev, I. L. Dalinger, T. K. Shkineva, and B. I. Ugrak,Izv. Akad. Nauk, Ser. Khim., 1993, no. 11 [Russ. Chem. Bull., 1993,42, no. 11 (Engl. Transl.)].

  2. M. H. Elnagdi, F. M. Abdel-Galil, B. Y. Riad, and G. E. H. Elgemeie,Heterocycles, 1983,12, 2437.

    Google Scholar 

  3. M. I. Kanishchev, N. V. Korneeva, S. A. Shevelev, A. A. Fainzil'berg,Khim. Geterotsykl. Soedin., 1988,2, 435 [Chem. Heterocycl. Comp., 1988,2 (Engl. Transl.)].

    Google Scholar 

  4. I. L. Dalinger, T. K. Shkineva, S. A. Shevelev, V. Kral, Z. Arnol'd, and M. I. Kanishchev,Izv. Akad. Nauk, Ser. Khim., 1993, 230 [Russ. Chem. Bull., 1993,42, 211 (Engl. Transl.)].

    Google Scholar 

  5. Jap. Pat. 62-273979;Chem. Abstrs., 1989,110, 576802k.

  6. M. E. C. Biffin, and D. J. Broun,Tetrahedron Lett., 1967, 2029.

  7. H. Dorn, H. Dielcher,Lieb. Ann. Chem., 1967,707, 141.

    Google Scholar 

  8. M. E. C. Biffin, D. J. Broun, and Q. N. Porter,J. Chem. Soc. (C), 1968, 2159.

  9. S. G. Matsoyan, E. G. Darbinyan, and Yu. B. Mitardzhyan,Zh. Prikl. Khim., 1971,8, 1921 [Sov. J. Appl. Chem., 1971,8 (Engl. Transl.)].

    Google Scholar 

  10. M. Begtrup, J. Elguero, R. Faure, P. Camps, C. Estopa, D. Ilavsky, A. Fruchier, C. Marzin, and J. Mendoza,Magn. Reson. Chem., 1988,26, 134.

    Google Scholar 

  11. V. M. Vinogradov, T. I. Cherkasova, I. L. Dalinger, and S. A. Shevelev,Izv. Akad. Nauk, Ser. Khim., 1993, 1616 [Russ. Chem. Bull., 1993,42, no. 9 (Engl. Transl.)].

  12. J. Catalan, J. L. Abboud, and J. Elguero,Adv. Heterocycl. Chem.,41, 925.

  13. S. Maiorana, D. Pocar, and P. D. Crose,Tetrahedron Lett., 1966, 6043.

  14. G. Klark and D. D. Perren,Usp. Khim., 1967,36, 288 [Russ. Chem. Bull., 1967,36 (Engl. Transl.)].

    Google Scholar 

  15. J. G. Buchanan, M. Harrison, and R. H. Wightman,J. Chem. Soc., Perkin Trans 1, 1989,5, 925.

    Google Scholar 

  16. M. S. Pevzner, T. N. Kulibabina, S. L. Ioffe, I. A. Maslina, B. V. Gidaspov, and V. A. Tartakovskii,Khim. Geterotsykl. Soedin., 1979, 550 [Chem. Heterocycl. Comp., 1979 (Engl. Transl.)].

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation

    S. A. Shevelev, V. M. Vinogradov, I. L. Dalinger & T. I. Cherkasova

Authors
  1. S. A. Shevelev
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  2. V. M. Vinogradov
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  3. I. L. Dalinger
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  4. T. I. Cherkasova
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Additional information

For communication 7, see Ref. 1.

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 1945–1948, November, 1993.

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Shevelev, S.A., Vinogradov, V.M., Dalinger, I.L. et al. Nitropyrazoles. Russ Chem Bull 42, 1861–1864 (1993). https://doi.org/10.1007/BF00699004

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  • DOI: https://doi.org/10.1007/BF00699004

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