Skip to main content
SpringerLink
Log in

Reaction of 2,3,3-trimethyl-3H-indole salts with acrylamide. Synthesis of 1,2,3,4,10,10a-hexahydropyrimido[1,2-a]indol-2-one derivatives

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Methyl derivatives of pyrimido[1,2-a]indol-2-one were obtained by the reaction of 2,3,3-trimethyl-3H-indole salts with acrylamide in a proton-containing solvent. The products were condensed with aromatic aldehydes. The interconversion of pyrimido[1,2-a]indol-2-ones and 1-(2-carbamoylethyl)-3H-indolium salts under the influence of acids and bases was studied.

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. T. Kurahashi, Sh. Maeda, and H. Yamaga, Japanese Patent Application No. 79127433; Chem. Abstr.,92, 112256 (1980).

    Google Scholar 

  2. D. D. Chapman, J. K. Elwood, D. W. Heseltine, H. M. Hess, and D. W. Kurtz, J. Org. Chem.,42, 2474 (1977).

    Google Scholar 

  3. R. A. Khmel'nitskii, Khim. Geterotsikl. Soedin., No. 3, 291 (1974).

    Google Scholar 

  4. G. Sokrates, Infrared Characteristic Group Frequencies, Wiley, New York (1980), p. 1.

    Google Scholar 

  5. H. Psaar, West German Patent Application No. 2510238; Ref. Zh. Khim., 17N 268P (1977).

  6. A. A. Shachkus, A. V. Vannikov, A. D. Grishina, A. Yu. Kryukov, R. Yu. Degutite, and Yu. I. Kozhenyauskaite, USSR Inventor's Certificate No. 1101442; Byull. Izobret., No. 25, 57 (1984).

  7. B. I. Ionin, B. A. Ershov, and A. I. Kol'tsov, NMR Spectroscopy in Organic Chemistry [in Russian], Khimiya, Leningrad (1983), p. 159.

    Google Scholar 

  8. P. Trska, V. Sklenar, and M. Hajek, Chem. Listy,77, 874 (1983).

    Google Scholar 

  9. W. Grahn, Liebigs Ann. Chem., No. 1, 107 (1981).

    Google Scholar 

  10. H.-I. Teuber, J. Hohn, and A. Gholami, Chem. Ber.,116, 1309 (1983).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. A. Snechkus Kaunas Polytechnical Institute, 233006, Kaunas

    A. A. Shachkus & R. Yu. Degutite

Authors
  1. A. A. Shachkus
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. R. Yu. Degutite
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1056–1059, August, 1986.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shachkus, A.A., Degutite, R.Y. Reaction of 2,3,3-trimethyl-3H-indole salts with acrylamide. Synthesis of 1,2,3,4,10,10a-hexahydropyrimido[1,2-a]indol-2-one derivatives. Chem Heterocycl Compd 22, 852–855 (1986). https://doi.org/10.1007/BF01175058

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01175058

Keywords

Search

Navigation