Synthesis of new aza crowns bearing 1-naphthol and 2-naphthol with palmitoyl and octanoyl chains as pendant arms

Esmael Rostami, Shayesteh Akhb

Abstract

New aza crowns (lariats) bearing palmitoyl, octanoyl and acetyl side chains were prepared from the reaction of corresponding aza crowns and palmitoyl chloride (or octanoyl chloride or acetyl chloride) in excellent yield. Dinaphthosulfideaza crown of 2-naphthol were prepared from the reaction of diester and diethylenetriamine. Diester was prepared from the reaction of 1,1ÂÂ’-thiobis (2-hydroxy naphthalene) and methylchloroacetate. Diester of 1-naphthol was prepared from the reaction of 2,2ÂÂ’- thiobis (1- hydroxy naphthalene) and methylchloroacetate. The reaction of resulting diester and diethylenetriamine afforded aza crown of 1-naphthol derivative.