Citation: A. Davoodnia, S. Allameh, A. R. Fakhari, N. Tavakoli-Hoseini. Highly efficient solvent-free synthesis of quinazolin-4 (3H)-ones and 2,3-dihydroquinazolin-4 (1H)-ones using tetrabutylammonium bromide as novel ionic liquid catalyst[J]. Chinese Chemical Letters, ;2010, 21(5): 550-553. doi: 10.1016/j.cclet.2010.01.032 shu

Highly efficient solvent-free synthesis of quinazolin-4 (3H)-ones and 2,3-dihydroquinazolin-4 (1H)-ones using tetrabutylammonium bromide as novel ionic liquid catalyst

Department of Chemistry, Faculty of Sciences, Islamic Azad University, Mashhad Branch, Mashhad 91735-413, Iran

Received Date: 10 September 2009

A simple and efficient procedure for the synthesis of 2-arylquinazolin-4(3H)-ones has been developed through cyclocondensation of 2-aminobenzamide with aromatic aldehydes using tetrabutylammonium bromide (TBAB) as novel neutral ionic liquid catalyst in the presence of copper (Ⅱ) chloride (CuCl₂) as oxidizing agent under solvent-free conditions at 100℃. In the absence of CuCl₂ and under a nitrogen atmosphere, the unoxidized intermediates, 2-aryl-2,3-dihydroquinazolin-4(1H)-ones, were isolated.Treatment of these intermediates with CuCl₂ in TBAB media gave the oxidized products 2-arylquinazolin-4(3H)-ones. On the other hand, cyclocondensation of 2-aminobenzamide with aromatic aldehydes in TBAB under microwave irradiation directly gave 2-arylquinazolin-4(3H)-ones.
- Quinazolinones,
- Aromatic aldehydes,
- Tetrabutylammonium bromide (TBAB),
- Copper (II) chloride (CuCl₂),
- Microwave irradiation
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