Synthesis and Characterization of Bis- And Tos-(4-Carboxybenzoyl)-Alkaneamines

Abstract

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 1 H NMR.

N,N′-(Ethane-1,2-diyl)bis(2-chlorobenzamide)

“…data reports benzamide) (Aparicio et al, 2014), 4,4 0 -(ethane-1,2-diyldicarbamoyl)dibenzoic acid (Guarda et al, 2012) and 1,2-bis[(2-aminobenzoyl)amino]ethane (Bertolasi et al, 2009). In the title compound, the dihedral angle between the amide group (O1/N1/C2/C3) and the benzene ring (C3-C8) is 52.4 (2) .…”