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Formation of derivatives of 5,6-dihydrooxazino- and 5,6-dihydrooxazolo[3,2-b]-1,2,4-triazole in the reaction of 1-oxoalkyl-3,5-dinitro-1,2,4-triazoles with potassium cyanide

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Abstract

1,3-Dihydrooxazino- and 1,3-dihydrooxazolol[3,2-b]-1,2,4-triazoles were obtained instead of the expected 3-nitro-5-cyano-1,2,4-triazole derivatives in the reaction of 1-oxoalkyl-3,5-dinitro-1,2,4-triazoles with potassium cyanide. Their formation is due to the fact that primary attack by the cyanide anion is not directed at the ring C5 atom but rather at the carbonyl group with subsequent intramolecular replacement of the nitro group.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1403–1405, October, 1981.

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Kofman, T.P., Pevzner, M.S. Formation of derivatives of 5,6-dihydrooxazino- and 5,6-dihydrooxazolo[3,2-b]-1,2,4-triazole in the reaction of 1-oxoalkyl-3,5-dinitro-1,2,4-triazoles with potassium cyanide. Chem Heterocycl Compd 17, 1055–1057 (1981). https://doi.org/10.1007/BF00503541

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  • DOI: https://doi.org/10.1007/BF00503541

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