Abstract
3-Substituted 2-alkyl-10H-benzo[b]-1,8-naphthyrid-5-ones were obtained by cyclization of 2-anilinonicotinic acids or the corresponding nitriles. The pK2 values of these compounds range from −4.63 to −5.98 and correlate with the σ substituent constants.
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A. I. Mikhalev, V. P. Chesnokov, and M. E. Konshin, Khim. Geterotsokl. Soedin., No. 6, 799 (1979).
A. I. Mikhalev and M. E. Konshkin, Khim. Geterotsikl. Soedin., No. 9, 1241 (1977).
N. I. Shramm and M. E. Konshin, Khim. Geterotsokl. Soedin., No. 5, 674 (1982).
S. Carboni, Gazz. Chim. Ital., 85, 1201 (1955).
A. Albert, in: Physical Methods in the Chemistry of Heterocyclic Compounds, Academic Press (1963).
A. Albert, R. Goldacre, and J. N. Phillips, J. Chem. Soc., No. 12, 2240 (1948).
A. Albert, J. Chem. Soc., No. 3, 1020 (1960).
L. Hammett, Physical Organic Chemistry, McGraw-Hill (1970).
K. D. Richie and U. F. Sedger, in: Modern Problems of Physical Organic Chemistry [Russian translation], Mir, Moscow (1967), p. 506.
B. Raymond and R. P. Mariella, J. Am. Chem. Soc., 69, 2670 (1947).
V. M. Petrichenko and M. E. Koshin, paper deposited at VINITI, No. 4947-81; Ref. Zh. Khim., 15Zh219 (1982).
L. A. Perez-Medina, R. P. Mariella, and S. M. McElvain, J. Am. Chem. Soc., 69, 2574 (1947).
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See [1] for Communication 10.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 372–375, March, 1984.
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Shramm, N.I., Konshin, M.E. Research on naphthyridines. 11. Synthesis and ionization constants of substituted 10H-benzo[b]-1,8-naphthyrid-5-ones. Chem Heterocycl Compd 20, 301–304 (1984). https://doi.org/10.1007/BF00515644
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DOI: https://doi.org/10.1007/BF00515644