Acid-catalyzed disproportionation of N,N-bis(4-tert-butylphenyl)hydroxylamine. Synthesis and structure of 10-[5-tert-butyl-2-(4-tert-butylphenylamino)phenyl]-3,7-di-tert-butylphenoxazine
Valery A Golubev, В. В. Ткачев, Vasily D. Sen'
Abstract
Valery A Golubev, В. В. Ткачев, Vasily D. Sen'
Abstract
New method of synthesis was developed for N,N -bis(4- tert -butylphenyl)hydroxylamine by reduction of the corresponding aminoxyl with hydrazine hydrate. At the treatment with strong acids this hydroxylamine derivative is converted in bis(4- tert -butylphenyl)amine and 10-[5- tert -butyl-2-(4- tert -butylphenylamino) phenyl]-3,7-di- tert -butylphenoxazine. The structure of the latter was established by X-ray diffraction analysis. The mechanism was suggested of the acid-catalyzed disproportionation of N,N -bis(4- tert -butylphenyl) hydroxylamine.
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New method of synthesis was developed for N,N -bis(4- tert -butylphenyl)hydroxylamine by reduction of the corresponding aminoxyl with hydrazine hydrate. At the treatment with strong acids this hydroxylamine derivative is converted in bis(4- tert -butylphenyl)amine and 10-[5- tert -butyl-2-(4- tert -butylphenylamino) phenyl]-3,7-di- tert -butylphenoxazine. The structure of the latter was established by X-ray diffraction analysis. The mechanism was suggested of the acid-catalyzed disproportionation of N,N -bis(4- tert -butylphenyl) hydroxylamine.
Key concepts: Disproportionation, Hydroxylamine, Chemistry, Hydrazine (antidepressant), Hydrate, Amine gas treating, Catalysis, Medicinal chemistry