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| 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 |
| A. Davoodnia, S. Allameh, A. R. Fakhari, N. Tavakoli-Hoseini |
| Department of Chemistry, Faculty of Sciences, Islamic Azad University, Mashhad Branch, Mashhad 91735-413, Iran |
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Abstract 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.
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Received: 10 September 2009
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Corresponding Authors:
A. Davoodnia,E-mail addresses:adavoodnia@yahoo.com,adavoodnia@mshdiau.ac.ir
E-mail: adavoodnia@yahoo.com,adavoodnia@mshdiau.ac.ir
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