Efficient Synthesis of Bis(3-Methylphenyl)Sulfoxide Aza Macrocycles from a Bis(3-Methylphenyl)Sulfoxide Diester and Diamine Derivatives

Some bis(3-methylphenyl)sulfoxide aza macrocycles (3–8) were synthesized in high yields based on the conventional methods of the reaction of corresponding bis(3-methylphenyl)sulfoxide diester and diamines in refluxing methanol. Bis(3-methylphenyl)sulfoxide diester was synthesized from the reaction of 2-[(2-hydroxy-5-methylphenyl)sulfinyl]-4-methylphenol and methyl chloroacetate. The structures of these compounds were confirmed using IR, 1H NMR, 13C NMR and Mass spectroscopy.