Przemysl Chemiczny, Vol.97, No.3, 393-397, 2018
Oxidation of p-toluidine with ozone in liquid phase
p-MeC6H4NH2 and PhMe were oxidized with O-3 in Ac2O or AcOH+H3SO4 in presence of Mn(II)+Br catalyst. The selective oxidn. of Me group was possible after the previous N-acylation of the NH2 group. Mn(OAc)(2) in the system Ac2O-PhMe-H3SO4-O-3 showed a high selectivity in the formation of p-AcNHC6H4CH2OH at 303 K for 0.5 h and molar ratio Mn(OAc)(2):PhMe:H3SO4 = 1:4:10. Mn(OAc)(2) in the presence of KBr was converted into a MnBr complex with an increased catalytic activity to produce p-AcNHC6H4CHO. Co(AcO)(2) in AcOH soln, promoted a deep oxidn. of p-AcNHC6H4Me to p-AcNHC6H4COOH at 368 K, for 1 h and molar ratio Co(OAc)(2):KBr:p-MeC6H4NH2 = 1:1:5.7.