Skip to main content
Log in

1,3,4-Oxadiazolo[3,2-α]pyrimidinium salts

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

5-Amino-1,3,4-oxadiazolium perchlorates react with 1,3-carbonyl-functional compounds to give 1,3,4-oxadiazolo[3,2-α]pyrimidinium perchlorates. The latter are cleaved by both alkali and strong acid to give 1-amino-2-pyrimidinone or 5-amino-1,3,4-oxadiazole derivatives. The l,3,4-oxadiazolo[3,2-α]pyrimidinium perchlorates react with anailine and hydrazines to give sym-triazolo[1,5-α]pyrimidinium salts and with acetylacetone to give pyrazolo[1,5-α]pyrimidines.

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. V. A. Chuiguk, K. V. Fedotov, Yu. P. Boiko, I. P. Bachkovskii, G. M. Golubushina, and O. M. Mostovaya, Khim. Geterotsikl. Soedin., 1432 (1973).

  2. S. M. Shul'ga and V. A. Chuiguk, Ukr. Khim. Zh., 39, 1151 (1973).

    Google Scholar 

  3. M. Ohtsuru, K. Tori, and H. Watanabe, Chem. Pharm. Bull. (Tokyo), 15, 1015 (1967).

    Google Scholar 

  4. G. V. Boyd and A. J. H. Summers, J. Chem. Soc., C, 409 (1971).

  5. V. E. Pashinnik, G. M. Golubushina, and V. A. Chuiguk, Ukr. Khim. Zh., 39, 1036 (1973).

    Google Scholar 

  6. C. Bulow and K. Haas, Ber., 43, 375 (1910).

    Google Scholar 

  7. R. Stolle, J. prakt. Chem., 122, 289 (1929).

    Google Scholar 

  8. H. Hehlen, Ann., 563, 187 (1949).

    Google Scholar 

  9. H. Hehlen and W. Hildebrandt, East German Patent No. 30881 (1965); Chem. Abstr., 64, P3558 (1966).

    Google Scholar 

  10. M. Kochhar, J. Heterocycl. Chem., 9, 153 (1972).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1493–1498, November, 1975.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bachkovskii, I.P., Chuiguk, V.A. 1,3,4-Oxadiazolo[3,2-α]pyrimidinium salts. Chem Heterocycl Compd 11, 1272–1277 (1975). https://doi.org/10.1007/BF00474452

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00474452

Keywords

Navigation