Abstract
The replacement of the amino group with the hydroxy group was examined in the series of 6-aryl- and 6-benzoimidazolyl-7-aminoazolo[5,1-c]-1,2,4-triazines. These reactions provide a convenient synthetic procedure for the preparation of fused azolo[5,1-c]-1,2,4-triazin-7-ones.
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R. K. Robins, G. R. Ravenkar, D. E. O´Brien, R. H. Springer, T. Novinson, A. Albert, K. Senga, J. P. Miller, and D. G. Streeter, J. Heterocycl. Chem., 1985, 22, 601.
Selective Toxicity, The Physico-Chemical Basis of Therapy, Ed. A. Albert, Chapman and Hall, London-New York, 1987, 1.
V. L. Rusinov, E. N. Ulomskii, O. N. Chupakhin, M. M. Zubairov, A. B. Kapustin, N. I. Mitin, M. I. Zhiravetskii, and I. A. Vinograd, Khim.-farm. Zh., 1990, 41, 24 [Pharm. Chem. J., 1990, 41(Engl. Transl.)].
K. L. Horspool, M. F. G. Stevens, G. G. Newton, E. Lunt, R. J. A. Walsh, B. L. Pedgrift, G. U. Baig, F. Lavelle, and C. Fizames, J. Med. Chem., 1990, 33, 1393.
M. J. Wanner, J. K. F. D. Künzel, A. P. Ijzerman, and G.-J. Koomen, Bioorgan. Med. Chem. Lett., 2000, 10, 2141.
E. N. Ulomskii, S. L. Deev, V. L. Rusinov, and O. N. Chupakhin, Zh. Org. Khim., 1999, 35, 1384 [Russ. J. Org. Chem., 1999, 35(Engl. Transl.)].
J. Slouka and V. Bekarek, Collect. Czech. Chem. Commun., 1984, 49, 275.
Y. Kurasawa, Y. Okamoto, and A. Takada, J. Heterocycl. Chem., 1987, 24, 1799.
L. G. Egorova, A. Yu. Petrov, and V. L. Rusinov, Khim. Geterotsikl. Soedin., 1984, 697 [Chem. Heterocycl. Compd., 1984, 20(Engl. Transl.)].
E. N. Ulomskii, V. L. Rusinov, O. N. Chupakhin, G. L. Rusinov, A. V. Chernyshev, and G. G. Aleksandrov, Khim. Geterotsikl. Soedin., 1987, 1543 [Chem. Heterocycl. Compd., 1987, 23(Engl. Transl.)].
Organic Synthesis, J. Wiley and Sons, New York; Chapman and Hall, London, 1946, 26.
Beilsteins Handbuch der Organischen Chemie, Springer, Berlin, 1936, 26, 145.
S. M. Desenko and V. D. Orlov, Azageterotsikly na osnove aromaticheskikh nepredel´nykh ketonov[Azaheterocycles Based on Aromatic Unsaturated Ketones]Folio, Kharkov, 1998, 148 pp. (in Russian).
L. E. Fieser and M. Fieser, Reagents for Organic Synthesis, Wiley-Interscience, New York-London-Sydney-Toronto, 1968, 3.
US Pat. 2,989,539, 20.06.1961.
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Ulomskii, E.N., Deev, S.L., Shestakova, T.S. et al. Synthesis and hydroxydeamination in the series of 6-aryl- and 6-benzoimidazolyl-7-aminoazolo[5,1-c]-1,2,4-triazines. Russian Chemical Bulletin 51, 1737–1743 (2002). https://doi.org/10.1023/A:1021320025860
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DOI: https://doi.org/10.1023/A:1021320025860