Abstract
Methods for the synthesis of 4-amino-4′-R-3,3′-(NNO)-azoxy-1,2,5-oxadiazoles (amino-azoxyfurazans) with 4-nitro-1,2,3-triazol-1-yl and 1,2,3-triazolo[4,5-c]furazan-5-yl substituents (R) by cycloaddition of morpholinonitroethylene to 4′-amino-4-azido-3,3′-(ONN)-azoxyfurazan or oxidative condensation of 3-R-4-aminofurazans with 4-trifluoroacetylamino-3-nitrosofurazan were elaborated. Related polycyclic azo derivatives were also synthesized.
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References
L. V. Batog, V. Yu. Rozhkov, L. S. Konstantinova, A. N. Blinnikov, N. N. Makhova, T. S. Pivina, Proc. 30th Int. Ann. ICT-Conf., June 29–July 2, 1999, Karlsruhe, FRG, Karlsruhe, 1999, 57; Chem. Abstr., 1999, 131, 131952h.
L. V. Batog, V. Yu. Rozhkov, Yu. A. Strelenko, O. V. Lebedev, L. I. Khmel’nitskii, Khim. Geterotsikl. Soedin., 2000, 406 [Chem. Heterocycl. Compd., 2000, 36, 343 (Engl. Transl.)].
Pat. RF No. 2158265 dated 15.02.2000; Byul. isobret. [Bull. Inventions], 2000, No. 30, 167 (in Russian).
P. H. Olesen, A. R. Sorensen, B. Urso, P. Kurtzhals, A. N. Bowler, U. Ehrbar, B. F. Hansen, J. Med. Chem., 2003, 46, 3333.
L. V. Batog, L. S. Konstantinova, V. Yu. Rozhkov, Izv. Akad. Nauk, Ser. Khim., 2005, 1859 [Russ. Chem. Bull., Int. Ed., 2005, 54, 1915].
A. Gunasekaran, M. L. Trudell, J. H. Boyer, Heteroatom Chem., 1994, 5, 441.
A. B. Sheremetev, O. V. Kharitonova, E. V. Mantseva, V. O. Kulagina, E. V. Shatunova, N. S. Aleksandrova, T. M. Mel’nikova, E. A. Ivanova, D. E. Dmitriev, V. Eman, I. L. Yudin, V. S. Kuz’min, Yu. A. Strelenko, T. S. Novikova, O. V. Lebedev, L. I. Khmel’nitskii, Zh. Org. Khim., 1999, 35, 1555 [Russ. J. Org. Chem., 1999, 35 (Engl. Transl.)].
T. S. Pivina, D. V. Sukhachev, A. V. Evtushenko, L. I. Khmel’nitskii, Propellants, Explosives, Pyrotechnics, 1995, 20, 5.
F. R. Sullivan, E. Luck, P. Kovacic, J. Org. Chem., 1974, 39, 2967.
S. G. Zlotin, E. A. Vinogradova, A. I. Podgurskii, Yu. A. Strelenko, O. A. Luk’yanov, Izv. Akad. Nauk SSSR, Ser. Khim., 1990, 1656 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990, 39, 1505 (Engl. Transl.)].
D. Hurd, L. T. Sherwood, J. Org. Chem., 1948, 13, 471.
T. M. Melnikova, T. S. Novikova, L. I. Khmel’nitskii, A. B. Sheremetev, Mendeleev Commun., 2001, 30.
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For preliminary communication, see Ref. 1.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 159–163, January, 2008.
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Batog, L.V., Rozhkov, V.Y., Shatunova, E.V. et al. Synthesis and transformations of 4-amino-4′-(4-nitro-1H-1,2,3-tri-azol-1-yl)- and 4-amino-4′-(1,2,3-triazolo[4,5-c]-1,2,5-oxadiazol-5-yl)- 3,3′-(NNO)-azoxy-1,2,5-oxadiazoles. Russ Chem Bull 57, 165–169 (2008). https://doi.org/10.1007/s11172-008-0024-9
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DOI: https://doi.org/10.1007/s11172-008-0024-9