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

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Reaction Steps

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

Provenance & Evidence