SYNTHESIS AND CHARACTERIZATION OF BIS- AND TOS-(4-CARBOXYBENZOYL)-ALKANEAMINES

A practical and efficient protocol to obtain bis- and tris-(4-carboxybenzoyl)alkaneamines based on monoprotected 1,4-benzenedicarboxylic acid is reported here. N-(4-methoxycarbonylbenzoyloxy)succinimide was treated with aliphatic diamines and triamines to form aliphatic hydrocarbon-linked bis- and tris-amides 4a-4e. The yields ranged from good to very good and showed that choosing the right acylating agent is a key point in this synthesis. All the compounds were characterized by elemental analysis, FTIR, and 1H NMR.