Microwave-assisted: Boron nitride nanomaterials based sulfonic acid catalyst for the synthesis of biologically active ethylpiperazinyl-quinolinyl fused acridine derivatives

Arul Murugesan1, Robert M Gengan1*, Kandasamy G Moodley1*, Gerhard Gericke2

1Department of Chemistry, Faculty of Applied Sciences, Durban University of Technology, Durban 4001, South Africa

2Eskom RT&ND Laboratories, Rosherville, Gauteng, South Africa

Adv. Mater. Lett., 2017, 8 (7), pp 773-782

DOI: 10.5185/amlett.2017.1495

Publication Date (Web): May 23, 2017

E-mail: genganrm@dut.ac.za, moodlykg@dut.ac.za

Abstract


Boron nitride nanomaterial based solid acid catalyst is an efficient and reusable sulfonic acid catalyst for the one-pot synthesis of 9-(2-(4-ethylpiperazin-1-yl)quinolin-3-yl)-3,3-dimethyl-3,4,9,10-tetrahydroacridin-1(2H)-one derivatives under microwave irradiation conditionsvia. The Knoevenagel and Michael type reactions. The catalyst was prepared by simply mixing boron nitride and 3-amino-4-methoxybenzenesulfonic acid in a safe method. The morphological properties of the catalyst was determined by using FT-IR, XRD, TEM, SEM and Raman spectroscopy. The synthesised catalyst was employed in a Knoevenagel and Michael type reaction to synthesise novel ethylpiperazinyl-quinolinyl based acridine derivatives. Furthermore, the newly-synthesised compounds was used for molecular docking in Hsp90 protein studies. The method developed in this study has the advantages of good yield, simplicity coupled with safety and short reaction time. Most importantly it was found that the solid acid catalyst can be recycled with minimal loss of activity over five cycles. 

Keywords

Boron nitride, MW, MCRs, knoevenagel condensation.

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