Issue 0, 1987

Photolytic rearrangement of metronidazole to N-(2-hydroxyethyl)-5-methyl-1,2,4-oxadiazole-3-carboxamide. Crystal structure of its 4-nitrobenzoate derivative

Abstract

U.v. irradiation of metronidazole (1-hydroxyethyl-2-methyl-5-nitroimidazole) in oxygen-free aqueous solution leads to rearrangement via a labile intermediate to N-(2-hydroxyethyl)-5-methyl-1,2,4-oxadiazole-3-carboxamide. The structure has been verified by crystallographic assignment of a 4-nitrobenzoate derivative.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1987, 1817-1820

Photolytic rearrangement of metronidazole to N-(2-hydroxyethyl)-5-methyl-1,2,4-oxadiazole-3-carboxamide. Crystal structure of its 4-nitrobenzoate derivative

B. J. Wilkins, G. J. Gainsford and D. E. Moore, J. Chem. Soc., Perkin Trans. 1, 1987, 1817 DOI: 10.1039/P19870001817

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