GENERAL STEPS: Trifluoroacetic acid (22 mL) was added slowly and dropwise to a solution of tert-butyl (2-(4-acetylaminobenzoyl)phenyl)carbamate 1.5 (3.5 g, 9.5 mmol) in anhydrous dichloromethane (55 mL) at 0 °C. The reaction mixture was slowly warmed to 23 °C and stirred at this temperature for 2 h until the reaction was complete. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was diluted with water and the pH was adjusted with saturated aqueous sodium bicarbonate to about 8. The precipitate precipitated was filtered, washed sequentially with water and ether, and finally dried under vacuum to afford 4-acetamido-N-(2-aminophenyl)benzamide 1.6 as an off-white solid in a yield of 2.4 g (96% yield).1H NMR (500 MHz, d6-DMSO) δ 10.18 (s, 1H), 9.54 (s, 1H), 7.93 (d, J = 8.5Hz, 2H), 7.69 (d, J = 8.5Hz, 2H), 7.15 (d, J = 7.5Hz, 1H), 6.96 (t, J = 7.5Hz, 1H), 6.78 (d, J = 7.5Hz, 1H), 6.59 (t, J = 7.5Hz, 1H ), 4.88 (s, 2H), 2.08 (s, 3H).MS (ESI+): m/z 269.9 [M + H]+.
![Carbamic acid, N-[2-[[4-(acetylamino)benzoyl]amino]phenyl]-, 1,1-dimethylethyl ester](/CAS/20210305/GIF/1299346-13-6.gif)
