Abstract
The nitration of 3-phenyl-4-substituted furazans with various nitrating agents was investigated. It is shown that the orientation of the nitro group that is incorporated in the phenyl ring is determined by the substituent in the 4 position of the furazan ring, whereas the introduction of a furazan substituent in the phenyl ring lowers the reactivity of the latter. The corresponding dinitro derivatives can be obtained by means of acid mixtures.
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M. A. Shokhen, V. G. Andrianov, and A. V. Eremeev, Khim. Geterotsikl. Soedin., No. 10, 1355 (1979).
F. D. Dodge, Lieb. Ann., 264, 182 (1891).
G. Boerit, Gazz. Chim. Ital., 23, 187 (1893).
A. De Munno, V. Bertini, A. Menconi, and G. Denti, Atti Soc. Tocs. Sci. Natur. Mem., A81, 334 [1974 (1975)]; Ref. Zh. Khim., 12Zh368 (1976).
A. De Munno, V. Bertini, P. Rasero, N. Picci, and L. Bonfanti, Atti Linc., 64, 385 (1978); Ref. Zh. Khim., 7Zh338 (1980).
E. Yu. Orlova, The Chemistry and Technology of Highly Explosive Substances [in Russian], Khimiya, Leningrad (1973), p. 275.
N. Rusanov, Chem. Ber., 24, 3503 (1891).
F. D. Dodge, Lieb. Ann., 264, 178 (1891).
O. Nussberger, Chem. Ber., 25, 2142 (1892).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 27–29, January, 1982.
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Zelenov, M.P., Frolova, G.M., Mel'nikova, S.F. et al. Orientation in the nitration of 3-phenyl-4-substituted furazans. Chem Heterocycl Compd 18, 21–23 (1982). https://doi.org/10.1007/BF00513282
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DOI: https://doi.org/10.1007/BF00513282