Tert-butyl 4-({[(2-methylphenyl)amino]carbonyl}amino)benzylcarbamate → N-[4-(Aminomethyl)phenyl]-N'-(2-methylphenyl)urea

Participants

Reaction Steps

To a solution of tert-butyl 4-({[(2-methylphenyl)amino]carbonyl}amino)benzylcarbamate (2.00 g, 5.63 mmol) in CH2Cl2 (120 mL) TFA (36 mL) was added at 0° C. and stirred for 2 h at r.t. The reaction mixture was evaporated and the product was collected (2.72 g, TFA salt). M.p. 142–143° C.; TLC (PE/EtOAc 3/2) Rf 0.14; 1H NMR (400 MHz, D6-DMSO) δ 2.24 (s, 3H); 3.97 (q, J=5 Hz, 2H); 6.96 (mc, 1H); 7.13–7.19 (m, 2); 7.36 (mc, 2H); 7.51 (mc, 2H); 7.81 (mc, 2H); 8.06 (s, 1H); 8.08 (s, 3H); 9.23 (s, 1H).

Provenance & Evidence