Synthesis and characterization of diphenyl ethers based amide esters

Abstract

Triclosan is the lead compond for the antobacterial activity. Recently, it has been shown that incorporation of urea at C2 position of triclosan is effective in enhancing their activity in Plasmodium berghei mouse model. Similarly earlier it had been demonstrated the long carbon chains (C5-C14) at position C-4 inhibits drug-sensitive strain microbacterium at low micro molar concentration. In present work, the diphenyl ethers skeleton was prepared using nucleophilic aromatic substitution having aldehyde and nitro groups. Both the aldehyde and nitro groups were reduced to corresponding alcohol and amino group, respectively, using two seperate reactions. Aliphatic acid chlorides prepared in-situ from corresponding acids were used to prepare diphenyl ether based amide esters. All the synthesized compounds were characetrized using 1H and 13C-NMR