Synthesis of N-(morpholinomethyl) benzamides as moclobemide analogs

Abstract

Syntheses of new morpholinomethylbenzamides 6 bearing both electron-withdrawing and electron-releasing groups at the aromatic ring are described. The strategy involved synthesis of hippuric acid ethyl esters 3, their hydrolysis to hippuric acids 4, subsequent oxidative decarboxylation to acetate 5 and morpholine addition to provide 6.