Journal of Siberian Federal University. Chemistry: Synthesis of 4-nitroso-and 4-amino Derivatives of N-alkyl-3-methylaniline

Journal of Siberian Federal University. Chemistry / Synthesis of 4-nitroso-and 4-amino Derivatives of N-alkyl-3-methylaniline

Issue: Journal of Siberian Federal University. Chemistry. 2011 4 (2)
Authors: Kositsyna, Anna S.; Gavrilova, Natalia A.; Semichenko, Elena S.; Suboch, George A.
Contact information: Kositsyna, Anna S. : Siberian State Technological University , 82 Mira, Krasnoyarsk, 660049 Russia; Gavrilova, Natalia A. : Siberian State Technological University , 82 Mira, Krasnoyarsk, 660049 Russia; Semichenko, Elena S. : Siberian State Technological University , 82 Mira, Krasnoyarsk, 660049 Russia , e-mail: imidazol5@yandex.ru; Suboch, George A. : Siberian State Technological University , 82 Mira, Krasnoyarsk, 660049 Russia
Keywords: N-alkyl-3-methyl-4-nitrosoanilines; 4,4-dimethoxybutan-2-one; N,3-dimethyl-1,4- phenylenediamine; N1-alkyl-3-methylbenzene-1,4-diamine; cyclocondensation; nitrosation; reduction
Abstract: N-Alkyl-3-methyl-4-nitrosoanilines were synthesized for the first time from acetone, primary amines and an unstable 2-hydroxyimino-3-oxobutanal. 2-Hydroxyimino-3-oxobutanal formed in the acidic medium by nitrosation of 4,4-dimethoxybutan-2-one. N-alkyl-3-methyl-1,4-phenylenediamines are obtained from N-alkyl-3-methyl-4-nitrosoanilines eduction of hydrazine hydrate in the presence of a catalyst (Pd / C).
Pages: 199-203
Paper at repository of SibFU: https://elib.sfu-kras.ru/handle/2311/2473