Skip to main content
Log in

Spectra and structure of 1-aminophthalazines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

On the basis of VU and PMR spectroscopic data with the aid of the method of experimental structures and the method of dipole moments it was concluded that the products of the reaction of 1,4-dichlorophthalazine with ammonia, methylamine, and aniline in solutions and in the crystalline form exist primarily as Z conformers of the amino tautomeric form. Conversion to the tautomeric imino form was established for 1-phenylamino-4-chlorophthalazine in a number of solvents. The imines of 2-methyl-4-chlorophthalazine exist as the E isomers.

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. A. R. Katritzkii, Usp. Khim., 41, 700 (1972).

    Google Scholar 

  2. L. M. Jackman and J. Timothy, J. Am. Chem. Soc., 97, 2811 (1975).

    Google Scholar 

  3. I. Satoda, F. Kusada, and K. Moroi, Yakugaku Zasshi, 82, 232 (1962); Chem. Abstr., 58, 3427 (1962).

    Google Scholar 

  4. D. Haworth and S. Robinson, J. Chem. Soc., No. 6, 777 (1948).

    Google Scholar 

  5. G. A. Elvidge and A. P. Pedman, J. Chem. Soc., Perkin Trans. I, No. 22, 2820 (1972).

    Google Scholar 

  6. Yu. N. Sheinker and Yu. I. Pomerantsev, Zh. Fiz. Khim., 30, 79 (1956).

    Google Scholar 

  7. Yu. N. Sheinker, T. V. Gortinskaya, and T. P. Sycheva, Zh. Fiz. Khim., 31, 599 (1957).

    Google Scholar 

  8. M. J. Cook, A. R. Katritzky, A. D. Page, and M. Ramiah, J. Chem. Soc., Perkin Trans. II, No. 9, 1184 (1977).

    Google Scholar 

  9. B. I. Buzykin, N. N. Bystrykh, A. P. Stolyarov, S. A. Flegontov, V. V. Zverev, and Yu. P. Kitaev, Khim. Geterotsikl. Soedin., No. 3, 402 (1976).

    Google Scholar 

  10. B. I. Buzykin, N. N. Bystrykh, A. P. Stolyarov, and Yu. P. Kitaev, Khim. Geterotsikl. Soedin., No. 5, 699 (1978).

    Google Scholar 

  11. B. I. Buzykin, N. N. Bystrykh, A. P. Stolyarov, and Yu. P. Kitaev, Khim. Geterotsikl. Soedin., No. 5, 690 (1978).

    Google Scholar 

  12. N. N. Bystrykh, B. I. Buzykin, A. P. Stolyarov, S. A. Flegontov, and Yu. P. Kitaev, Khim. Geterotsikl. Soedin., No. 5, 678 (1981).

    Google Scholar 

  13. B. I. Buzykin, N. N. Bystrykh, A. P. Stolyarov, and Yu. P. Kitaev, Khim. Geterotsikl. Soedin., No. 9, 1264 (1977).

    Google Scholar 

  14. G. F. Bol'shakov, V. S. Vatago, and F. B. Agrest, Ultraviolet Spectra of Heterocyclic Compounds [in Russian], Khimiya, Moscow (1969), p. 166.

    Google Scholar 

  15. A. Kalman, G. Argay, B. Ribar, and L. Toldy, Tetrahedron Lett., No. 48, 4241 (1977).

    Google Scholar 

  16. A. Zhunke, Nuclear Magnetic Resonance in Organic Chemistry [Russian translation], Mir, Moscow (1974), p. 37.

    Google Scholar 

  17. I. A. Litvinov, Yu. T. Struchkov, N. N. Bystrykh, Yu. P. Kitaev, and B. I. Buzykin, Khim. Geterotsikl. Soedin., No. 7, 977 (1982).

    Google Scholar 

  18. B. I. Buzykin, N. N. Bystrykh, A. P. Stolyarov, S. A. Flegontov, and Yu. P. Kitaev, Khim. Geterotsikl. Soedin., No. 4, 530 (1978).

    Google Scholar 

  19. B. I. Buzykin, O. P. Stolyarov (Stoljarov), and N. N. Bystrykh, Tetrahedron Lett., 21, 209 (1980).

    Google Scholar 

  20. A. Gordon and R. Ford, The Chemist's Companion, Wiley (1973).

  21. Y. H. M. Hill and J. H. Ehrlich, J. Org. Chem., 36, 3248 (1971).

    Google Scholar 

  22. W. Flitsch and H. Peters, Angew. Chem., 79, 149 (1967).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 826–833, June, 1983.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bystrykh, N.N., Buzykin, B.I., Stolyarov, A.P. et al. Spectra and structure of 1-aminophthalazines. Chem Heterocycl Compd 19, 666–673 (1983). https://doi.org/10.1007/BF00523083

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00523083

Keywords

Navigation