Abstract
Mixtures of products of the reaction of dibenzoylfuroxane with isopropylamine, tert-butylamine, and methylhydrazine were separated by high-pressure liquid chromatography. According to the proposed reaction scheme, benzamidoglyoxime is formed in the first step, after which it undergoes cyclization to give an N-substituted 3-amino-4-nitroso-5-phenylisoxazole or decomposes via the mechanism of a Beckmann rearrangement of the second type.
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J. V. R. Kaufman and J. P. Picard, Chem. Rev.,59, 429 (1959).
R. C. Bertelson, K. D. Glanz, and D. B. McQuain, J. Heterocycl. Chem.,6, 317 (1969).
G. Ponzio and C. Cerrina, Gazz. Chim. Ital.,58, 26 (1928).
F. A. L. Anet and I. Yavari, Org. Magn. Res.,8, 158 (1976).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 616–619, May, 1978.
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Eremeev, A.V., Andrianov, V.G. & Piskunova, I.P. Reaction of dibenzoylfuroxane with primary aliphatic amines and methylhydrazine. Chem Heterocycl Compd 14, 503–505 (1978). https://doi.org/10.1007/BF00673331
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DOI: https://doi.org/10.1007/BF00673331