Ethanol → 2-Amino-N-[4-(2-chloro-ethoxy)-phenyl]-4-methoxy-benzamide

Participants

Reaction Steps

To a solution of 11.11 g (0.0575 mol) of 7-methoxyisatoic anhydride in 300 mL of ethanol was added a catalytic amount of 4-dimethylaminopyridine and 144 mL of a 1M solution containing 24.7 g (0.144 mol) of 4-(2-chloroethoxy)-aniline. The reaction mixture was sired and heated under reflux for 3 hours. One half of the solvent was evaporated in a rotary evaporator. The reaction mixture was then cooled on ice. The precipitate that formed was collected by vacuum filtration and amounted to 16.4 g. An analytical sample (mp 167-168° C.) was obtained by recrystallization from ethanol.

Provenance & Evidence