Skip to main content
SpringerLink
Log in

On the reaction of 2-phenylaminothiazoline withα-halogenoketones

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It was established that the alkylation of 2-phenylaminothiazoline with substituted phenacyl bromides proceeds at the exocyclic nitrogen atom with the formation of 5-aryl-7-phenyl-2,3-dihydroimidazo[2,1-b]thiazolium bromides. In order to confirm the structure of the last, the reductive desulfurization of one of them (Ar=p-chlorophenyl) was accomplished using Raney nickel. It was shown that dequaternization of the resulting 1-phenyl-3-ethyl-4-(p-chlorophenyl)imidazolium bromide to 1-phenyl-4-(p-chlorophenyl)imidazole, identical to the sample obtained by direct synthesis, thereby occurs.

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. A. M. Demchenko, V. A. Chumakov, K. G. Nazarenko, A. N. Krasovskii, V. V. Pirozhenko, and M. O. Lozinskii, Khim. Geterotsikl. Soedin., No. 5, 644 (1995).

    Google Scholar 

  2. N. P. Grin', A. I. Krasovskii, and P. M. Kochergin, Khim. Geterotsikl. Soedin., No. 9, 1271 (1972).

    Google Scholar 

  3. A. N. Krasovskii, N. P. Grin', P. M. Kochergin, and I. I. Soroka, Farmatsiya, No. 2, 26 (1975).

    Google Scholar 

  4. O. M. Krasovskii, É. I. Bogatirfova, and P. M. Kochergin, Farmats. Zh., No. 5, 83 (1997).

    Google Scholar 

  5. Elderfield, Heterocyclic Compounds [Russian translation], Vol. 5, Izd-vo Inostr. Lit, Moscow (1961).

  6. R. Kh. Uili, D. K. England, and L. K. Berl, Organic Reactions [Russian translation], Collection 6, IL, Moscow (1953), p. 301.

    Google Scholar 

  7. K. Hofmann, Imidazole and Its Derivatives. Part I, J. Wiley and Sons, New York, (1953), p. 447.

    Google Scholar 

  8. A. N. Krasovskii, N. V. Ponomarev, V. E. Yavorovskaya, and A. N. Evstratov, XV Ukr. Rep. Conf. on Organic Chemistry, Uzhgorod (1986), p. 370.

  9. C. C. Porretta, F. Cerreto, and R. Floravanti, Farmaco Ed. Sci.,43, No. 1, 15 (1988).

    Google Scholar 

  10. H. Najer and R. Gindicelli, Bull. Soc. Chim. France, No. 5, 960 (1960).

    Google Scholar 

Download references

Authors
  1. A. M. Demchenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. A. Chumakov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. N. Krasovskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. V. Pirozhenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. M. O. Lozinskii
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Chernigov Technological Institute, Chernigov 250027. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 829–832, June, 1997.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Demchenko, A.M., Chumakov, V.A., Krasovskii, A.N. et al. On the reaction of 2-phenylaminothiazoline withα-halogenoketones. Chem Heterocycl Compd 33, 724–727 (1997). https://doi.org/10.1007/BF02291807

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02291807

Keywords

Search

Navigation