Abstract In this study, azocalix4arene was prepared by linking 4-methylaniline to calix4arene through a diazo-coupling reaction, and the targeted amide derivative was synthesized with the help of its monoester, monoacid, and monoacid chloride derivatives, respectively. The synthesis and characterization of novel trisamidetetraazocalix4arene 2,4,6-tris(25-aminocarbonylmethoxy-26,27,28-trihydroxy-5,11,17,23-tetrakis(4-methylphenyl)azocalix4arene)-1,3,5-triazine were prepared by reacting 25-(chloroformylmethoxy)-26,27,28-trihydroxy-5,11,17,23-tetrakis(4-methylphenyl)azocalix4arene and melamine (2,4,6-triamino-1,3,5-triazine) to an amide formation reaction. This compound was characterized by elemental analysis, 1H NMR, IR and mass spectrometry. Picrate extraction studies were carried out from the aqueous phase to the chloroform phase with selected metal ions (K+, Sr2+, Ag+, Hg+, Hg2+, Co2+, Ni2+, Cu2+, Pb2+, Cr3+, Al3+) of the title compound. Trisamidetetraazocalix4arene showed extraction value in decreasing order against Hg2+?>?Hg+?>?Ag+?>?Cr3+?>?Al3+ from selected metals and showed the highest extraction value (66.2) in Hg2+ ion.Graphical Abstract
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