Abstract
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 of4b was confirmed by X-ray analysis. A stable phenoxyl radical was shown to originate from the oxidation of4a with lead (IV) dioxide.
Similar content being viewed by others
References
V. V. Ershov, G. A. Nikiforov, and A. A. Volod'kin,Prostranstvenno zatrudnennye fenoly [Sterically Hindered Phenols], Khimiya, Moscow, 1972 (in Russian).
V. A. Roginskii,Fenol'nye antioksidanty [Phenolic Antioxidants], Nauka, Moscow, 1988 (in Russian).
L. Krbechek and H. Takimoto,J. Org. Chem., 1964,29, 1150.
Ch. A. Jaffari and A. J. Nunn,J. Chem. Soc. Perkin Trans., 1973, 2371.
G. A. Nikiforov and V. V. Ershov,Izv. Akad. Nauk SSSR, Ser. Khim., 1964, 1335 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1964, 1244 (Engl. Transl.)].
Author information
Authors and Affiliations
Additional information
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1095–1097, June, 1994.
Rights and permissions
About this article
Cite this article
Ukhin, L.Y., Orlova, G.I., Lindeman, S.V. et al. Synthesis and properties of 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-5-nitroindazole. Russ Chem Bull 43, 1034–1036 (1994). https://doi.org/10.1007/BF01558073
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01558073