4-Aminobenzonitrile → 2-(tert-butoxycarbonylamino)-N-(4-cyanophenyl)acetamide

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Reaction Steps

14.83 g of N-(tert-butoxycarbonyl)glycine was dissolved in 50 ml of tetrahydrofuran, and 13.73 g of 1,1'-carbonylbis-1 H-imidazole was gradually added thereto and stirred at room temperature for 3 hours. 10 g of p-aminobenzonitrile was added thereto and stirred for 3 hours. Then, the solvent was removed by distillation under a reduced pressure. Water was added to the resulting residue, and the crystals thus formed were taken out by filtration, washed with a small amount of ethanol and then dried under a reduced pressure. Thus was obtained 20.5 g of 2-(tert-butoxycarbonylamino)-N-(4-cyanophenyl)acetamide.

Provenance & Evidence