Surfactant Derived From Stearoyl Chloride and Benzimidazole for Micellar-Promoted Synthesis of N-Aryl-1,8-dioxo-decahydroacridines in Water at Room Temperature

Abstract

In this article, a new anionic surfactant was prepared through a one-pot reaction of stearoyl chloride and benzimidazole with aluminum chloride under reflux conditions. Its structure was confirmed by 1H and 13C Nuclear magnetic resonance (NMR) analysis and Fourier transform infrared spectroscopy. The efficacy of the synthesized surfactant system was evaluated in the synthesis of 1,8-dioxodecahydroacridines through a three-component reaction involving aniline, 5,5-dimethylcyclohexan-1,3-dione, and aromatic aldehydes. It was demonstrated that with a 0.2 g amount of synthesized surfactant 1,3-distearoyl-1H-benzo[d]imidazolium chloride (DSBimCl), reaction rates could be significantly increased, and the yield in water as solvent without any co-catalyst reached 96%. Additionally, the method is ecofriendly, minimizing the use of harmful organic solvents and facilitating efficient catalytic processes that are not achievable with traditional organic solvents.