Skip to main content
SpringerLink
Log in

Synthesis and X-ray diffraction study of 5-(8-methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-1-yl)-1,3-dimethylbarbituric acid

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The reaction of cotarnine with 1,3-dimethylbarbituric acid afforded 5-(8-methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-1-yl)-1,3-dimethylbarbituric acid. Its crystal structure was established by X-ray diffraction analysis and the structure in solution was studied by 1H NMR spectroscopy. This compound has a zwitterionic structure. In the crystal, the molecules are linked in dimers by intermolecular hydrogen bonds, and in solutions, the dimers occur in equilibrium with the monomers.

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. J. T. Bojarski, J. L. Mokrosz, H. J. Barton, and M. H. Paluchowska, Adv. Heterocycl. Chem., 1985, 38, 229.

    Google Scholar 

  2. B. A. Ivin, V. I. Slesarev, N. A. Smorygo, and E. G. Sochilin, Zh. Org. Khim., 1970, 6, 1326 [J. Org. Chem. USSR, 1970, 6 (Engl. Transl.)].

    Google Scholar 

  3. B. A. Ivin, V. I. Slesarev, M. V. Zubkovskii, and E. G. Sochilin, Zh. Org. Khim., 1973, 9, 2199 [J. Org. Chem. USSR, 1973, 9 (Engl. Transl.)].

    Google Scholar 

  4. L. Prasad and M. R. Taylor, Acta Crystallogr., Sect. C, 1983, 39, 1686.

    Google Scholar 

  5. M. Millan, C. F. Conde, A. Conde, and R. Marquez, Acta Crystallogr., Sect. C, 1987, 43, 1138.

    Google Scholar 

  6. J. Antel, G. M. Sheldrick, J. Bachmann, and L.-F. Tietze, J. Crystallogr. Spectrosc. Res., 1988, 18, 619.

    Google Scholar 

  7. E. Vilsmaier, K. Joerg, and G. Maas, Chem. Ber., 1984, 117, 2947.

    Google Scholar 

  8. H. Mohrle and B. Grimm, Arch. Pharm., 1986, 319, 835.

    Google Scholar 

  9. G. M. Sheldrick, SHELXTL, V5.10, Bruker AXS Inc., Madison, WI-53719, USA, 1997.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. I. I. Mechnikov St.-Petersburg State Medical Academy, 47 Piskarevsky prosp., 195067, St.-Petersburg, Russian Federation

    K. A. Krasnov

  2. INTERBIOSCREEN Joint-Stock Company, 7a Institutskii prosp., 143432, Chernogolovka, Moscow Region, Russian Federation

    V. G. Kartsev

  3. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    V. N. Khrustalev

Authors
  1. K. A. Krasnov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. G. Kartsev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. N. Khrustalev
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Krasnov, K.A., Kartsev, V.G. & Khrustalev, V.N. Synthesis and X-ray diffraction study of 5-(8-methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-1-yl)-1,3-dimethylbarbituric acid. Russian Chemical Bulletin 52, 706–709 (2003). https://doi.org/10.1023/A:1023975210459

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1023975210459

Search

Navigation