2-Nitrophenylurethane → 2-[(Ethoxycarbonyl)amino]aniline

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Reaction Steps

The solution of N-(ethoxycarbonyl)-2-nitroaniline (2.0 g, 9.5 mmol) in absolute ethanol (25 mL) was hydrogenated at atmospheric pressure in the presence of 10% palladium hydroxide/carbon catalyst (200 mg). The catalyst was filtered off using a celite pad and the filtrate was evaporated. The residue was crystallized from isopropyl ether to give 2-[(ethoxycarbonyl)amino]aniline as a colorless solid (820 mg, 64.6% ).

Provenance & Evidence