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5-phenyl-1,2,3,4-thiatriazole-3-oxide: A new class of heteroaromatic N-oxides
Authors:A. Holm  L. Carlsen  S.-O. Lawesson  H. Kolind-Andersen
Affiliation:1. Chemical Laboratory II (General and Organic Chemistry), University of Copenhagen, The H.C. Ørsted Institute, DK-2100 Copenhagen, Denmark and Department of Organic Chemistry, University of Aarhus, DK-8000 Aarhus C, Denmark
Abstract:Oxidation of 5-phenyl-1,2,3,4-thiatriazole (1) with peroxytrifluoroacetic acid yields 5-phenyl-1,2,3,4-thiatriazole-3-oxide (2) a representative of a new class of heteroaromatic N-oxides. The structure is based on the mass spectral fragmentation of 2 and the isotope labelled with 15N at position 2. IR and ESCA measurements are consistent with this assignment. The thermal, photochemical, and chemical properties of the oxide are discussed.
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