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A new approach to the synthesis of 2-aminomethyl-3-phenyl-5-nitroindole

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Bromination of 2-methyl-3-phenyl-5-nitroindoles has given previously unknown 2-bromoethyl-3-phenyl-5-nitroindoles, which were converted by the Delepine reaction into 2-aminomethyl-3-phenyl-5-nitroindoles. One of these (1-methyl-2-aminomethyl-3-phenyl-5-nitroindole) was also obtained by reductive amination of 1-methyl-2-formyl-3-phenyl-5-nitroindole by the Leuckart-Wallach reaction.

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Literature cited

  1. M. D. Mashkovskii, Drugs [in Russian], Meditsina, Moscow (1977), Vol. 1, p. 34.

    Google Scholar 

  2. S. Sakai, S. Kitagava, and H. Yamamoto, Arzneim. Forsch.,22, 534 (1972).

    Google Scholar 

  3. S. Inaba, K. Ishizumi, K. Mori, and H. Yamamoto, Chem. Pharm. Bull.,19, 722 (1971).

    Google Scholar 

  4. H. Yamamoto, S. Inaba, T. Hirohashi, T. Okamoto, K. Ishizumi, M. Yamamoto, I. Maruyama, K. Mori, and T. Kobayashi, Patent No. 1,811,830 (BRD); Chem. Abstr.75, 129844 (1971).

    Google Scholar 

  5. H. Yamamoto, S. Inaba, T. Hirohachi, T. Okamoto, K. Ishizumi, M. Yamamoto, I. Maruyama, K. Morik, and T. Kobayashi, Patent No. 1,817,761 (BRD); Chem. Abstr.,74, 3671 (1971).

    Google Scholar 

  6. H. Yamamoto, S. Inaba, T. Okamoto, T. Hirohashi, K. Ishizumi, M. Yamamoto, I. Maruyama, K. Mori, and T. Kobayashi, Patent No. 1,806,106 (BRD); Chem. Abstr.,71, 70659 (1969).

    Google Scholar 

  7. M. Yamamoto, S. Inaba, T. Hirohashi, K. Ishiguro, I. Maruyama, and K. Morik, Jap. Patent No. 7,102,016; Chem. Abstr.,74, 87826 (1971).

    Google Scholar 

  8. C. M. Atkinson, J. C. E. Simpson, and A. Taylor, J. Chem. Soc.,1, 165 (1954).

    Google Scholar 

  9. A. R. Frasca, An. Asoc. Quim. Arg.,50, 162 (1962).

    Google Scholar 

  10. É. S. Krichevskii, V. I. Shvedov, L. B. Altukhova, and A. N. Grinev, Inventor's Certificate No. 548028 (USSR); Byull. Izobret., No. 37, 268 (1982).

  11. É. S. Krichevskii, V. I. Shvedov, L. B. Altukhova, and A. N. Grinev, Inventor's Certificate No. 540,457 (USSR); Byull. Izobret., No. 37, 269 (1982).

  12. F. Millich and E. I. Becker, J. Org. Chem.,23, 1096 (1958).

    Google Scholar 

  13. É. S. Krichevskii, V. I. Shvedov, L. B. Altukhova, and A. N. Grinev, Inventor's Certificate No. 590,948 (USSR); Byull. Izobret., No. 37, 268 (1982).

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1648–1651, December, 1983.

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Krichevskii, É.S., Romanova, O.B. & Grinev, A.N. A new approach to the synthesis of 2-aminomethyl-3-phenyl-5-nitroindole. Chem Heterocycl Compd 19, 1302–1305 (1983). https://doi.org/10.1007/BF00842836

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  • DOI: https://doi.org/10.1007/BF00842836

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