Advertisement

Synthesis of a novel pentacycle: 8-Methyl-10-phenylpyrazolo[4′,3′: 5,6]-pyrano[3,2-c]-[1,10]phenanthrolin-7(10H)-one

  • G. A. Eller
  • D. Habicht
  • W. Holzer
Article

Abstract

The title compound — a derivative of a hitherto unknown pentacyclic ring system — results from the reaction of 3-methyl-1-phenyl-2-pyrazolin-5-one and 4-chloro-1,10-phenanthroline-3-carbonyl chloride in the presence of Ca(OH)2 in boiling 1,4-dioxane.

Keywords

pyrazolones acylations fused ring systems NMR spectroscopy 

References

  1. 1.
    G. A. Eller, V. Wimmer, and W. Holzer, Khim. Geterotsikl. Soed., 1251 (2007). [Chem. Heterocycl. Comp., 43, 1060 (2007)].Google Scholar
  2. 2.
    G. A. Eller, B. Datterl, and W. Holzer, J. Heterocycl. Chem., 44, 1139 (2007).Google Scholar
  3. 3.
    G. A. Eller, A. W. Haring, B. Datterl, M. Zwettler, and W. Holzer, Heterocycles, 71, 87 (2007).Google Scholar
  4. 4.
    G. A. Eller and W. Holzer, Molecules, 12, 60 (2007).Google Scholar
  5. 5.
    G. A. Eller, V. Wimmer, A. W. Haring, and W. Holzer, Synthesis, 4219 (2006).Google Scholar
  6. 6.
    B. S. Jensen, Acta Chem. Scand., 13, 1668 (1959); Chem. Abstr., 56, 66890 (1962).CrossRefGoogle Scholar
  7. 7.
    H. R. Snyder and H. E. Freier, J. Am. Chem. Soc., 68, 1320 (1946).CrossRefGoogle Scholar
  8. 8.
    T. J. Terry, G. Dubois, and A. Murphy, T. D. P. Stack, Angew. Chem., 119, 963 (2007); Angew. Chem. Int. Ed., 46, 945 (2007).CrossRefGoogle Scholar
  9. 9.
    S. Braun, H.-O. Kalinowski, and S. Berger, 150 and More Basic NMR Experiments: A Practical Course, 2nd Expanded Ed., Wiley-VCH, Weinheim, New York, 1998.Google Scholar
  10. 10.
    T. Jippo, O. Kamo, and N. Nagayama, J. Magn. Reson., 66, 433 (1986).Google Scholar
  11. 11.
    ACD/Name, version 10.01; Advanced Chemistry Development, Inc.: Toronto, ON, Canada, 2006; www.acdlabs.com.Google Scholar
  12. 12.
    G. A. Eller, Molecules, 11, 915 (2006).CrossRefGoogle Scholar
  13. 13.
    F. C. K. Chiu, R. T. C. Brownlee, and D. R. Philips, Tetrahedron, 50, 889 (1994).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2008

Authors and Affiliations

  1. 1.Department of Drug and Natural Product SynthesisUniversity of ViennaViennaAustria

Personalised recommendations