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Synthesis of new 2-amino-5-hydroxymethyl-2-thiazolines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A simple and convenient method is proposed for the synthesis of 2-amino-5-hydroxymethylthiazolines with various substituents in the amino group, which is based on hydrolysis of the corresponding 5-halomethyl derivatives of thiazoline in the presence of divalent lead oxide.

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References

  1. V. G. Vladimirov, I. I. Krasil’nikov, and O. V. Arapov, in: V. G. Vladimirov (editor), Radio Protectors: Structure and Functions) [in Russian], Naukova Dumka, Kiev (1989), p. 241.

    Google Scholar 

  2. C. L. M. Goodyer, E. Chinje, M. Jaffar, I. J. Stratford, and M. D. Threadgill, Bioorg. Med. Chem., 11, 4189 (2003).

    Article  CAS  Google Scholar 

  3. S. Ya. Proskuryakov, A. G. Konoplyannikov, V. G. Skvortsov, A. A. Mandrugin, and V. M. Fedoseev, Biokhimiya, 70, 14 (2005).

    Google Scholar 

  4. E. Fromm, R. Kapeller-Adler, W. Friedenthal, L. Stangel, J. Edlitz, E. Braumann, and J. Nissbaum, Liebigs Ann. Chem., 467, 240 (1928).

    CAS  Google Scholar 

  5. P. I. Creek and J. M. Mellor, Tetrahedron Lett., 30, 4435 (1989).

    Article  Google Scholar 

  6. E. Dixon, J. Chem. Soc., 69, 17 (1896).

    CAS  Google Scholar 

  7. V. M. Fedoseev and Yu. M. Evdokimov, Zh. Obshch. Khim., 34, 1551 (1964).

    CAS  Google Scholar 

  8. A. N. Proshin, MSc Thesis [in Russian], Moscow (2004).

  9. S. E. Tkachenko, A. N. Pushin, and V. M. Fedoseev, Zh. Obshch. Khim., 57, 2400 (1987).

    CAS  Google Scholar 

  10. V. N. Zontova, T. I. Koroleva, N. N. Mel’nikov, and A. F. Grapov, Zh. Obshch. Khim., 60, 798 (1990).

    CAS  Google Scholar 

  11. V. M. Fedoseev, V. S. Churilin, and S. E. Tkachenko, Dokl. AN, 197, 1351 (1971).

    CAS  Google Scholar 

  12. V. M. Fedoseev, V. S. Churilin, S. E. Tkachenko, and A. V. Kamaev, Khim.Geterotsikl. Soedin., 997 (1987) [Chem. Heterocycl. Comp., 14, 805 (1978)].

    Google Scholar 

  13. A. N. Pushin, S. E. Tkachenko, and V. M. Fedoseev, Izv. AN SSSR, Ser. Khim., 733 (1986).

  14. V. M. Fedoseev, V. S. Churilin, and Ya. I. Lys, Vestn. MGU, Ser. 2, Khim., 5, 611 (1971).

    Google Scholar 

  15. R. A. L. Miller, J. M. Robertson, G. A. Sim, R. C. Clap, L. Long, Jr., and T. Hasselstrom, Nature, 202, 287 (1964).

    Article  CAS  Google Scholar 

  16. E. Shuter, H. R. Hoveyda, V. Karunaratne, S. G. Retting, and C. Orvig, Inorg. Chem., 35, 368 (1996).

    Article  CAS  Google Scholar 

  17. M. Remko, O. A. Walsh, and W. G. Richards, Chem. Phys. Lett., 336, 156 (2001).

    Article  CAS  Google Scholar 

  18. F. B. Stocker, P. Fadden, S. Dreher, and D. Britton, Inorg. Chem., 38, 3251 (1999).

    Article  CAS  Google Scholar 

  19. L. D’Ornelas, T. Castrillo, B. L. de Hernandez, A. Narayan, and R. Atencio, Inorg. Chim. Acta, 342, 1 (2003).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Chemical Faculty, M. V. Lomonosov Moscow State University, Moscow, 119992, Russia

    T. P. Trofimova, A. A. Mandrugin & V. M. Fedoseev

  2. Institute of Physiologically Active Compounds, Russian Academy of Sciences, Chernogolovka, 142432, Moscow Region

    A. N. Pushin & A. N. Proshin

  3. Karpov Institute of Physical Chemistry, Moscow, 105064, Russia

    A. I. Stash

  4. Medical Radiological Research Center, Russian Academy of Medical Sciences, Obninsk, 249036, Moscow Region

    S. Ya. Proskuryakov

Authors
  1. T. P. Trofimova
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  2. A. N. Pushin
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  3. A. N. Proshin
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  4. A. I. Stash
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  5. A. A. Mandrugin
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  6. V. M. Fedoseev
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  7. S. Ya. Proskuryakov
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 456–463, 2007.

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Trofimova, T.P., Pushin, A.N., Proshin, A.N. et al. Synthesis of new 2-amino-5-hydroxymethyl-2-thiazolines. Chem Heterocycl Compd 43, 370–376 (2007). https://doi.org/10.1007/s10593-007-0054-5

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  • DOI: https://doi.org/10.1007/s10593-007-0054-5

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