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Heterocyclic nitro compounds

XXI. Ketones of the 3-nitro-5-R-1,2,4-triazole series in the Schmidt reaction

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Ketones of the 3-nitro-5-R-1,2,4-triazole series react with hydrazoic acid in concentrated sulfuric acid to give triazolyl-substituted acetamides. Acid hydrolysis of the latter leads to 1-aminoalkyl-3-nitro-5-R-1,2,4-triazoles. Intramolecular cyclization with the elimination of HNO2 and the formation of 2-nitro-5,6-dihydro-1H-imidazo[2,3-b]-1,2,4-triazole was noted in the case of 1-(2′-aminoethyl)-3,5-dinitro-1,2,4-triazole.

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Literature cited

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See [1] for communication XX.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1271–1273, September, 1977.

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Kofman, T.P., Medvedeva, N.Y., Uspenskaya, T.L. et al. Heterocyclic nitro compounds. Chem Heterocycl Compd 13, 1026–1029 (1977). https://doi.org/10.1007/BF00472466

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  • DOI: https://doi.org/10.1007/BF00472466

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