Hydrochloric Acid → Ethyl 4-(3-aminobenzamido)benzoate

Participants

Reaction Conditions

Reaction Steps

A solution of 4-(3-nitro-benzoylamino)-benzoic acid ethyl ester (0.50 g, 1.59 mmol) in THF (5.0 ml) was treated with tin metal (0.38 g, 3.18 mmol) and 6N HCl (2.5 ml). The mixture was warmed to 50° C. and stirred for 30 min. After cooling to room temperature, the solvent was evaporated, and the residue treated with 10% aqueous NaOH (10.0 ml). The resulting suspension was filtered, washing with water. The solid was dissolved in THF and treated with Na2SO4. After filtration, the filtrate was evaporated to yield 4-(3-amino-benzoylamino)-benzoic acid ethyl ester (0.36 g, 80%) as a light yellow solid, MS (ISP): m/e=285.3 (M+H+).

Provenance & Evidence