Highly efficient solvent-free synthesis of quinazolin-4(3H)-ones and 2,3-dihydroquinazolin-4(1H)-one

来源 :Chinese Chemical Letters | 被引量 : 0次 | 上传用户:king1981001
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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(CuCl_2) as oxidizing agent under solvent-free conditions at 100℃.In the absence of CuCl_2 and under a nitrogen atmosphere,the unoxidized intermediates,2-aryl-2,3-dihydroquinazolin-4(1H)-ones,were isolated. Treatment of these intermediates with CuCl_2 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. 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 In the absence of CuCl_2 and under a nitrogen atmosphere, the unoxidized intermediates, 2-aryl-2,3-dihydroquinazolin-4 (1H) -ones, were isolated. Treatment of these intermediates with CuCl_2 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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