Skip to main content
SpringerLink
Log in

s-Triazines

VI. Synthesis of N-monoalkyl-substituted guanamines, containing fluoroalkyl radicals, and some of their reactions

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of tetrafluoroethylene, trifluorochloroethylene, and perfluoropropene with methyl-, ethyl-, cyclo- hexyl- and allylguanidines in dimethylformamide is investigated, and is shown to give N-monoalkyl-substituted guanamines containing CF2H, CFClH, and CF3CFH radicals, and hydrofluorides of alkylguanidines and alkylamines. A mechanism for the reaction is proposed. To confirm the structures of the guanamines, IR spectra of the most important compounds are given. Cyanoethylation and chlorination of some guanamines are investigated.

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. A. E. Kretov and A. V. Davydov, KhGS [Chemistry of Heterocyclic Compounds], 122, 1966.

  2. O. Clauder and G. Bulscu, Mag. Kem. Fol., 57, 68, 1951, C. A. 46, 4033, 1952.

    CAS  Google Scholar 

  3. S. Birtwell, J. Chem. Soc., 1279, 1952.

  4. S. Birtwell, J. Chem. Soc., 2561, 1949

  5. C. Overberger and S. Shapiro, J. Am. Chem. Soc., 76, 1061, 1954.

    Article  CAS  Google Scholar 

  6. A. Grun, United States Patent 2437691; C. A., 42, 5475, 1948.

    Google Scholar 

  7. S. Shapiro and C. Overberger, J. Am. Chem. Soc., 76, 97, 1954.

    Article  CAS  Google Scholar 

  8. J. T. Thurston, United States Patent 2309679; C. A. 37 3768 1943

    Google Scholar 

  9. W. N. Oldham, United States Patent 2309663; C. A., 37, 3768, 1943.

    Google Scholar 

  10. Am. Cyanamid Co., British Patent 64209; C. A., 46, 146, 1952.

    Google Scholar 

  11. J. T. Thurston, United States Patent 2474194; C. A. 43, 7053, 1949.

    Google Scholar 

  12. K. Rackman, Ann., 376, 163, 1910.

    Google Scholar 

  13. C. Overberger, F. Michelotti, and P. Carabates, J. Am. Chem. Soc., 79, 941, 1957.

    Article  CAS  Google Scholar 

  14. S. Shapiro, V. Parrino, and K. Geiger, J. Org. Chem., 25, 379, 1960.

    Article  CAS  Google Scholar 

  15. W, Cockburn and R. Bannard, Can. J. Chem., 35, 1285, 1957.

    Article  CAS  Google Scholar 

  16. A. E. Kretov and A. V. Davydov, ZhOKh, 35, 746, 1965.

    CAS  Google Scholar 

  17. S. J. Augual and W. K. Warburton, J. Chem. Soc., 2492, 1951.

  18. Yu. V. Zeifman, A. P. Gambaryan, and I. L. Knunyants, DAN, 153, 1755, 1963.

    Google Scholar 

  19. A. E. Kretov and A. V. Davydov, ZhOKh, 35, 2155, 1965.

    CAS  Google Scholar 

  20. R. Phillips and H. T. Clarke, J. Am. Chem. Soc., 45, 1755, 1923.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Dnepropetrovsk Institute of Chemical Technology, USSR

    A. E. Kretov & A. V. Davydov

Authors
  1. A. E. Kretov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. V. Davydov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

For Part V see [1]

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kretov, A.E., Davydov, A.V. s-Triazines. Chem Heterocycl Compd 3, 585–588 (1967). https://doi.org/10.1007/BF00481612

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00481612

Keywords

Search

Navigation