Synthesis of 2-Arylquinazolin-4(3H)-one Derivatives Catalyzed by Iodine in [bmim⁺][]

Abstract

Controlling selectivity of the reactions of aromatic aldehydes and 2-aminobenzamide in ionic liquid catalyzed by iodine at either room temperature or at 80 °C under nitrogen resulted in the synthesis of (E)-Schiff bases, 2,3-dihydro-2-arylquinazolin-4(1H)-one and 2-arylquinazolin-4(3H)-one derivatives, in excellent yields.

Keywords:

• 2-Aminobenzamide
• iodine
• ionic liquid
• quinazolin-4(1H)-one
• synthesis

ACKNOWLEDGMENTS

We are grateful to the National Natural Science Foundation of China (20802061), the Natural Science Foundation (08KJD150019), and the Qing Lan Project (08QLT001) of Jiangsu Education Committee for financial support.

Notes

^a Reaction condition: 2 mL [bmim⁺][], 2 mmol 1, and 2 mmol 2 at 80 °C.

^b Isolated yields.

^a Reaction condition: 2 mL [bmim⁺][], 2 mmol 1, and 2 mmol 2 at room temperature.

^b Isolated yields.

^a Reaction condition: 2 mL [bmim⁺][], 2 mmol 1, and 2 mmol 2 at 80 °C under dry nitrogen.

^b Isolated yields.