Skip to main content
SpringerLink
Log in

Transformations of stereoisomeric 2-chloro-3-R-pentane-1,5-diones in reaction with phenylhydrazine

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

Monophenylhydrazones were prepared from three monochloro derivatives of arylaliphatic 1,5-diketones, and some their transformations were investigated. The monophenylhydrazones formed regiospecifically, and the direction of the reaction was governed by the substituent attached to C3 atom in the initial chlorodiketones. Formerly unknown products of transformations suffered by monophenylhydrazones obtained were described: 2-amino-1,3-diphenyl-3-(2-phenylindolyl-3)-propan-1-one, 3-benzoyl-2,4,6-triphenyl-2,3,4,5-tetrahydropyridazine, and 3-methyl-1,5-diphenyl-5-phenylazopent-4-en-1-one.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Kharchenko, V.G., Chalaya, S.N., Litvinov, O.V., Yudovich, L.M., and Promonenkov, V.K., Zh. Org. Khim., 1984, vol. 20, p. 1208; Litvinov, O.V., Kolyagin, N.T., Chalaya, S.N., Kharchenko, V.G., Yanovskii, A.I., and Struchkov, M.T., Zh. Org. Khim., 1989, vol. 25, p. 34.

    CAS  Google Scholar 

  2. Moskovkina, T.V. and Vysotskii, V.I., Zh. Org. Khim., 1991, vol. 27, p. 833; Moskovkina, T.V. and Vysotskii, V.I., Zh. Org. Khim., 1994, vol. 30, p. 996.

    CAS  Google Scholar 

  3. Grandberg, I.I., Izv. Akad. Nauk SSSR, Ser. Khim., 1966, p. 1682;, Grandberg, I.I., Afonina, N.I., and Zuyanova, T.I., Khim. Geterotsikl. Soedin., 1968, p. 1038.

  4. Grandberg, I.I. and Zuyanova, T.I., Khim. Geterotsikl. Soedin., 1970, p. 750.

  5. Rochus, J., Wolf, M., Beier, N., Kluxen, F., and Fittschen, C., German Patent 59484, 2000; Chem. Abstr., 2000, vol. 133, 301117a; Shibata, T., Tamaki, K., Tanazawa, K., and Kurakata, S., Japan Patent 163862, 2001; Chem. Abstr., 2001, vol. 135, 46189c.

  6. Kitaev, Yu.P. and Buzykin, B.I., Gidrazony (Hydrazones), Moscow: Nauka, 1974, p. 370.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Far-Eastern State University, Vladivostok, 690600, Russia

    T. V. Moskovkina

  2. Pacific Institute of Bioorganic Chemistry, Far-Eastern Division, Russian Academy of Sciences, Vladivostok, Russia

    A. I. Kalinovskii

Authors
  1. T. V. Moskovkina
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. I. Kalinovskii
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Original Russian Text © T.V. Moskovkina, A.I. Kalinovskii, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 2, pp. 222–227.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Moskovkina, T.V., Kalinovskii, A.I. Transformations of stereoisomeric 2-chloro-3-R-pentane-1,5-diones in reaction with phenylhydrazine. Russ J Org Chem 43, 214–219 (2007). https://doi.org/10.1134/S1070428007020108

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428007020108

Keywords

Search

Navigation