Abstract
2,3-Dihydro-1H-1,5-benzodiazepine-2-thiones and their N-methyl and S-methyl derivatives were synthesized. It was demonstrated by means of the IR, UV, PMR, and mass spectra that in solutions with different polarities 1,5-benzodiazepine-2-thiones exist primarily in the thione form; the thione and enamino-thiol forms are the most probable forms in the gas phase.
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A. V. Bogatskii, S. A. Andronati, and P. Ya. Golovenko, Tranquilizers. 1,4-Benzodiazepines and Related Structures [in Russian], Naukova Dumka, Kiev (1980), p. 280.
D. Nardi, A. Tajana, and S. Rossi, J. Heterocycl. Chem., 10, 815 (1973).
R. Benassi, P. Lazzeretti, and F. Taddei, Org. Magn. Reson., 8, 387 (1976).
G. Vernin, H. Domloj, C. Siv, J. Metzger, A. Archavlis, and J. R. Llinas, Chem. Scripta, 16, 157 (1980).
J. Bellamy, Infrared Spectra of Complex Molecules [Russian translation], Inostr. Lit., Moscow (1963), p. 505.
V. P. Kruglenko, N. S. Patalakha, P. B. Kurapov, N. A. Klyuev, V. I. Idzikovskii, I. I. Grandberg, and M. V. Povstyanoi, Khim. Geterotsikl. Soedin., No. 5, 694 (1985).
P. A. Sharbatyan, P. B. Terent'ev, S. A. Andronati, A. V. Bogatskii, and Z. I. Zhilina, Khim. Geterotsikl. Soedin., No. 10, 1412 (1976).
A. N. Kost. P. A. Sharbatyan, P. B. Terent'ev, Z. F. Solomko, V. S. Tkachenko, and L. G. Gergel', Zh. Org. Khim., 8, 2113 (1972).
Z. F. Solomko, V. I. Sheremet, M. P. Khmel', V. I. Avramenko, and V. N. Proshkina, Khim. Geterotsikl. Soedin., No. 3, 407 (1982).
E. Cortes and R. Martinez, J. Heterocyl Chem., 20, 161 (1983).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 396–400, March, 1990.
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Solomko, Z.F., Sharbatyan, P.A., Gaponov, A.A. et al. Synthesis and mass spectra of 2,3-dihydro-1H-1,5-benzodiazepine-2-thiones. Chem Heterocycl Compd 26, 341–345 (1990). https://doi.org/10.1007/BF00472558
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DOI: https://doi.org/10.1007/BF00472558