Role of surfactant and micelle-promoted mild, efficient, sustainable synthesis of 2-aminobenzothiazolomethyl naphthols and 5-(2-aminobenzothiazolomethyl)-6-hydroxyquinolines in water at room temperature

Abstract

A new green protocol for the efficient surfactant catalyzed synthesis of 2-aminobenzothiazolomethyl naphthols and 5-(2-aminobenzothiazolomethyl)-6-hydroxyquinolines from substituted aromatic aldehydes, 2-aminobenzothiazole and 2-naphthol or 6-hydroxyquinoline at room temperature in water was developed for the first time. The influence of the sodium lauryl sulphate (SLS) micelles and their different concentrations on reactivity of 2-aminobenzothiazolomethyl naphthol was studied. It was found that best yield was obtained with 10 mol% catalyst loading with minimum time as compared to when other surfactants and catalysts were used. The best yield of product was achieved by using 10 mol% of SLS. This procedure resulted in a general and environmentally benign protocol and has the advantages of better reusability of the catalyst system, excellent yield, short reaction time and ease of work up.