Abstract
A protocol for the synthesis of some 4-Aryl-1,3,4,6,7,8-hexahydroquinazolin-2,5(1H,6H)-diones (HHQs) was developed by means of a three-component condensation reaction of an aromatic aldehyde, 1,3-cylohexadione and urea in the presence of K3AlF6 (Al2O3/KF) as catalyst. This reaction is carried out under different conditions including 1) solvent free; 2) reflux in acetonitrile; 3) reflux in ethanol; 4) reflux in chloroform; and 5) reflux in water. In all conditions, the desired products are obtained in high yields after relatively short reaction times. Nevertheless, the reactions proceed faster and in higher yields when they were carried out in acetonitrile. This adopted protocol for some Biginelli-type products has offered the advantages of reusability of the catalyst, high yields and ease of separation of pure products. Furthermore, the catalyst is easily prepared, stabilized and efficiently used under reaction conditions.
Highlights
Six membered heterocyclic compounds, as important constituents exist in biologically active natural products [1] [2]
The desired products are obtained in high yields after relatively short reaction times
Some of 3,4-DHPMs derivatives are used as calcium
Summary
As important constituents exist in biologically active natural products [1] [2]. Weinstock et al have examined the characterization of the actual catalytic agent in potassium fluoride on active alumina system They have argued that K3AlF6 derives its basicity from the formation of KOH in the initial preparation of the solid supported material by the reaction of KF with the alumina support [25]. It has been reported that the room temperature of K3AlF6(Al2O3/KF) has a tetragonally distorted elpasolite-type structure, which transforms into the high symmetric cubic phase above 300 ̊C - 310 ̊C [26] [27] By having these facts in minds, we reported here for the first time, the synthesis, characterization, and experimental assays of a some series of some 4-Aryl-1, 3,4,6,7,8-hexahydroquinazolin-2,5(1H,6H)-diones (HHQs) derivatives using K3AlF6(Al2O3/KF) as catalyst
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