Skip to main content
Log in

5,7-Dimethyl-3-phenylfurazano- and -furoxano[5,4-a]pyrimidinium perchlorates: New types of condensed systems

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

5,7-Dimethyl-3-phenylfuroxano[5,4-a]pyrimidiniumperchlorate (II) was obtained by the reaction of 4-amino-3-phenylfuroxan with acetylacetone in the presence of HClO4. The structures of II and its furazan analog I were proved by x-ray diffraction analysis, and their 13C NMR spectra were studied. The cations of I and II (which contain a conjugated condensed system with delocalization of the positive charge) and their monocyclic analogs — phenylfarazan, 3-phenylfuroxan, and 4,6-dimethylpyrimidine — were subjected to quantum-chemical calculation by the CNDO/2 method.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. L. I. Khmel'nitskii, S. S. Novikov, and T. I. Godovikov, The Chemistry of Furoxans (Structure and Synthesis) [in Russian], Nauka, Moscow (1981).

    Google Scholar 

  2. I. P. Bachkovskii, A. P. Mikhailovskii, and V. A. Chuiguk, Ukr. Khim. Zh., 46, 637 (1980).

    Google Scholar 

  3. A. S. Batsanov and Yu. T. Struchkov, Zh. Struk. Khim, 26, No. 1, 65 (1985).

    Google Scholar 

  4. A. Bondi, J. Chem. Phys., 68, 441 (1964).

    Google Scholar 

  5. R. Calvino, A. Gasco, A. Serafmo, and D. Viterbo, J. Chem. Soc., Perkin Trans. II, No. 9, 1240 (1981).

    Google Scholar 

  6. M. Mellini and S. Merlino, Ada Cryst., B32, 1079 (1976).

    Google Scholar 

  7. P. J. Wheatly, Acta Cryst., 13, 80 (1960).

    Google Scholar 

  8. A. R. Gagneux and R. Meier, Helv. Chim. Acta, 53, 1883 (1970).

    Google Scholar 

  9. R. G. Gerr, A. I. Yanovskii, and Yu. T. Struchkov, Kristallografiya, 28, 1029 (1983).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 233–238, February, 1992.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Struchko, Y.T., Batsanov, A.S., Chuiguk, V.A. et al. 5,7-Dimethyl-3-phenylfurazano- and -furoxano[5,4-a]pyrimidinium perchlorates: New types of condensed systems. Chem Heterocycl Compd 28, 193–197 (1992). https://doi.org/10.1007/BF00473944

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00473944

Keywords

Navigation