Skip to main content
SpringerLink
Log in

Reactions of 1,5-diphenyl-2,4-dimethyl-1,5-pentanedione with hydrogen sulfide

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

1,5-Diphenyl-2,4-dimethyl-1,5-pentanedione reacts with hydrogen sulfide in the presence of boron trifluoride etherate or 70% perchloric acid to give the corresponding thiapyrylium salts and 2,6-diphenyl-3,5-dimethyldihydrothiopyran; complete disproportionation to give 2,6-diphenyl-3,5-dimethylthiacyclohexane and 2,6-diphenyl-3,5-dimethylthiapyrylium bromide occurs in the presence of hydrogen bromide. The possibility of catalytic hydrogenation in the presence of 10% Pd/C of compounds with a thiopyran ring was established.

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

Literature cited

  1. V. G. Kharchenko, V. I. Kleimenova, and A. R. Yakoreva, Khim. Geterotsikl. Soedin., 900 (1970).

  2. V. G. Kharchenko, M. E. Stankevich, A. R. Yakoreva, A. A. Rassudova, and N. M. Yartseva, Khim. Geterotsikl. Soedin., 916 (1972).

  3. D. Sharp (editor), Advances in the Chemistry of Fluorine [Russian translation], (1964), p. 194.

  4. B. A. Kazanskii (editor), Organic Syntheses [Russian translation], Collection No. 4, Inostr. Lit. (1959), p. 409.

Download references

Author information

Authors and Affiliations

  1. N. G. Chernyshevskii Saratov State University, USSR

    V. G. Kharchenko, S. N. Chalaya & L. G. Chichenkova

Authors
  1. V. G. Kharchenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. S. N. Chalaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. L. G. Chichenkova
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 643–647, May, 1975.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kharchenko, V.G., Chalaya, S.N. & Chichenkova, L.G. Reactions of 1,5-diphenyl-2,4-dimethyl-1,5-pentanedione with hydrogen sulfide. Chem Heterocycl Compd 11, 561–564 (1975). https://doi.org/10.1007/BF00480478

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00480478

Keywords

Search

Navigation