Synthesis and properties of 2-(3,5-di- tert-butyl-4-hydroxyphenyl)-5-nitroindazole.

N-(2-Azido-5-nitrobenzylidene)-3,5-di- tert-butyl-4-hydroxyaniline ( 3a) and N-(2-azido-5-nitrobenzilidene) aniline ( 3b), when heated in dimethylformamide yielded 2-(3,5-di- tert-butyl-4-hydroxyphenyl)-5-nitroindazole ( 4a) and 2-phenyl-5-nitroindazole ( 4b), respectively. The structure of 4b was confirmed by X-ray analysis. A stable phenoxyl radical was shown to originate from the oxidation of 4a with lead (IV) dioxide. [ABSTRACT FROM AUTHOR]