Synthesis Of Pharmacologically Active Hexahydroacridine-1,8 (2H, 5H)-diones using Nickel (II) Flouride Tetrahydrate as a New Heterogeneous Catalyst

Abstract

There are several reactions used in synthesis of dihydropyrimidines, but one of the simplest and most economical method for the synthesis of pharmacologically active acridine-1,8 (2H,5H)-dione derivatives is the classical Hantzsch reaction. Nickel (II) fluoride tetrahydrate catalyzed efficient Hantzsch reaction via one-pot three– component condensation of aromatic aldehydes, 5,5-dimethyl-1,3-cyclohexanedione (dimedone), and ammonium acetate refluxing in water was described for the preparation of hexahydroacridine1,8 (2H,5H)-dione derivatives. The products obtained were characterized on the basis of their melting-points, 1H NMR, 13C NMR, UV, IR, EI-MS, and HR-MS. Diethyl malonate and ethyl methyl ketone were observed to serve only as solvent and not reagent as proposed in solvent free synthesis of dihydropyrimidines. The attractive features of this environmentally benign protocol are excellent yields, cost-effective, simplicity and easy work-up. The higher catalytic activity of NiF2.4H2O is due to its high acidity, thermal stability and water tolerance.