Abstract
The previously unknown aminophenylpyridazines were synthesized. The inductive and resonance constants of 3- and 4-pyridazinyl groups were calculated on the basis of 1H and 13C NMR spectral data for isomeric aminophenyl- and phenylpyridazines in dimethyl sulfoxide (DMSO).
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Literature Cited
A. F. Pozharskii, Khim. Geterotsikl. Soedin., No. 9, 1155 (1979).
A. Almenningen, G. Bjoernsen, T. Ottersen, R. Seip, and T. G. Strand, Acta Chem. Scand., A, 31, 63 (1977).
R. J. Pugmire and D. M. Grant, J. Am. Chem. Soc., 90, 697 (1968).
T. Tsujimoto, C. Kobayashi, T. Nomura, M. Iifuru, and Y. Sasaki, Chem. Pharm. Bull., 27, 2105 (1979).
T. Jacobs, in: Heterocyclic Compounds, Elderfield, ed., Vol. 6, Wiley (1957).
Y. Nitta, R. Tomii, and F. Yoneda, Chem. Pharm. Bull., 11, 744 (1963).
G. Heinisch and A. Mayrhofer, Monatsh. Chem., 108, 213 (1977).
G. Heinisch, E. Luszczak, and M. Pailer, Monatsh. Chem., 104, 1372 (1973).
M. I. Terekhova, é. S. Petrov, M. A. Mikhaleva, O. P. Shkurko, V. P. Mamaev, and A. I. Shatenshtein, Zh. Org. Khim., 18, 9 (1982).
M. I., Terekhova, é. S. Petrov, O. P. Shkurko, M. A. Mikhaleva, V. P. Mamaev, and A. I. Shatenshtein, Zh. Org. Khim., 19, 465 (1983).
S. Gabriel and J. Colman, Chem. Ber., 32, 395 (1899).
J. Levisalles, Bull. Soc. Chim. Fr., No. 7, 1004 (1957).
Yu. S. Shabarov, N. I. Vasil'ev, and R. Ya. Levina, Zh. Obshch. Khim., 31, 2482 (1961).
E. A. Steck, R. P. Brundage, and L. T. Fletcher, J. Heterocycl. Chem., 12, 1009 (1975).
V. M. S. Gil and A. J. L. Pinto, Mol. Phys., 16, 623 (1969).
K. Tori and M. Ogata, Chem. Pharm. Bull., 12, 272 (1964).
T. Tsujimoto, T. Nomura, M. Iifuru, and Y. Sasaki, Chem. Pharm. Bull., 27, 1169 (1979).
O. P. Shkurko, S. G. Baram, and V. P. Mamaev, Khim. Geterotsikl. Soedin., No. 1, 66 (1983).
S. G. Baram, O. P. Shkurko, and V. P. Mamaev, Izv. Sibirsk. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk, No. 4, 135 (1982).
O. P. Shkurko and V. P. Mamaev, Zh. Org. Khim., 15, 1737 (1979).
C. W. Haigh and R. B. Mallion, Org. Magn. Reson., 4, 203 (1972).
M. H. Palmer and R. H. Findlay, Tetrahedron Lett., No. 3, 253 (1974).
G. Klahre and K. Seitz, Swiss Patent No. 478212; Ref. Zh. Khim., 13N318P (1970).
R. Stoermer and H. Fincke, Chem. Ber., 42, 3115 (1909).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 951–958, July, 1986.
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Shkurko, O.P., Kuznetsov, S.A., Denisov, A.Y. et al. Quantitative determination of the electronic effects of 3- and 4-pyridazinyl groups from NMR spectral data for isomeric aminophenyl- and phenylpyridazines. Chem Heterocycl Compd 22, 763–770 (1986). https://doi.org/10.1007/BF00522738
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DOI: https://doi.org/10.1007/BF00522738