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Synthesis of brominated 2-(tert-butyl-NNO-azoxy)anilmes
Authors:A M Churakov  O Yu Smirnov  S L Ioffe  Yu A Strelenko  V A Tartakovsky
Institution:(1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913 Moscow, Russian Federation
Abstract:2-(tert-Butyl-NNO-azoxy)aniline was prepared by selective reduction of 2-(tert-butyl-NNO-azoxy)nitrobenzene. Its bromination yielded the correspondingpara-bromo- andortho, para-dibromoanilines (3a,b).meta-Bromoanilines (6a,b) were synthesized by selective replacement of theortho-bromine atoms in ortho,para-bromo(tert-butylazoxy)benzenes (5a,b) by ammonia in toluene under pressure.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1620–1623, September, 1994.This work was carried out with the financial support of the Russian Foundation for Basic Research (Project No. 93-03-18461).
Keywords:aromatic amino  azoxy  nitro  and nitroso compounds  selective reduction of a nitro group  bromination  selective nucleophilic substitution
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