Preparation and Catalytic Application of 3-Methyl-1-Sulfonic Acid Imidazolium Copper (II) Trichloride for the Synthesis of 1-(α-Aminoalkyl)-2-Naphthols

Abstract

3-Methyl-1-sulfonic acid imidazolium copper (II) trichloride, {[Msim]CuCl₃}, as a new homologue of 3-methyl-1-sulfonic acid imidazolium chloride {[Msim]Cl}, was prepared and studied by several analyses such as Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), thermal gravimetric analysis (TGA), differential thermal gravimetric (DTG), field emission scanning electron microscopy (FESEM) and energy dispersive X-ray analysis (EDX). [Msim]CuCl₃ was tested, as an efficient catalyst, for the solvent-free preparation of some Betti bases namely 1-(α-aminoalkyl)-2-naphthols by the reaction of 2-naphthol with various aromatic aldehydes and amines such as pyrrolidine, piperidine, 1-methylpiperazine and morpholine at 100 °C to give a wide range of products.

Graphical Abstract

KEYWORD:

• 1-(α-Aminoalkyl)-2-naphthol
• 3-methyl-1-sulfonic acid imidazolium copper (II) trichloride
• sulfonic acid functionalized imidazolium salt
• β-naphthol

Acknowledgements

We sincerely acknowledge the financial supports from Bu-Ali Sina University Research Councils and Center of Excellence in Development of Chemistry Methods (CEDCM).

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This study was funded by Bu Ali Sina University.