TITLE:
Synthesis of Some Hexahydroquinazolinones Using K3AlF6(Al2O3/KF) as an Efficient Catalyst in Some Hexahydroquinazolinone Derivatives
AUTHORS:
Masoumeh Mehrabi, Asadollah Farhadi, Alireza Kiassat
KEYWORDS:
4-Aryl-1, 3, 4, 6, 7, 8-Hexahydroquinazolin-2, 5(1H, 6H)-Diones (HHQs), K3AlF6(Al2O3/KF), 1, 3-Cylohexadione, Acetonitrile
JOURNAL NAME:
International Journal of Organic Chemistry,
Vol.7 No.3,
August
9,
2017
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.