Abstract
A method for the preparation of 3-nitro-5-R-1,2,4-triazoles by reaction of 1-(3'-oxobutyl)-3,5-dinitro-1,2,4-triazole with nucleophilic reagents with various structures with replacement of the nitro group in the 5 position of the triazole ring during subsequent elimination of the oxobutyl fragment in an alkaline medium is examined. A number of previously undescribed NH acids, viz., 1,2,4-triazole derivatives, including 3-nitro-5-azolyl-1,2,4-triazoles, were obtained, and the ionization constants were determined for some of them.
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M. S. Pevzner, T. P. Kofman, E. N. Kibasova, L. F. Sushchenko, and T. L. Uspenskaya, Khim. Geterotsikl. Soedin., No. 2, 257 (1980).
L. I. Bagal, M. S. Pevzner, A. N. Frolov, and N. I. Sheludyakova, Khim. Geterotsikl. Soedin., No. 2, 259 (1970).
L. I. Bagal, M. S. Pevzner, V. Ya. Samarenko, and A. P. Egorov, Khim. Geterotsikl. Soedin., No. 5, 702 (1970).
L. I. Bagal, M. S. Pevzner, and V. Ya. Samarenko, Khim. Geterotsikl. Soedin., No. 2, 269 (1970).
L. I. Bagal, M. S. Pevzner, A. P. Egorov, and V. Ya. Samarenko, Khim. Geterotsikl. Soedin., No. 7, 997 (1970).
D. V. Sickman, US Patent No. 2987520; Chem. Abstr., 56, 4776 (1962).
T. P. Kofman, T. L. Uspenskaya, N. Yu. Medvedeva, and M. S. Pevzner, Khim. Geterotsikl. Soedin., No. 7, 991 (1976).
M. S. Pevzner, T. N. Kulibabina, and L. A. Malinina, Khim. Geterotsikl. Soedin., No. 4, 555 (1979).
L. I. Bagal and M. S. Pevzner, Khim. Geterotsikl. Soedin., No. 4, 558 (1970).
A. Albert and E. Serjeant, Ionization Constants of Acids and Bases, Methuen (1962).
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See [1] for Communication 26.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp, 1553–1557, November, 1980.
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Kofman, T.P., Sushchenko, L.F. & Pevzner, M.S. Heterocyclic nitro compounds. 27. Methods for the synthesis of 3-nitro-5-R-1,2,4-triazoles. Chem Heterocycl Compd 16, 1186–1190 (1980). https://doi.org/10.1007/BF00504121
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DOI: https://doi.org/10.1007/BF00504121