A simple and facile method for the synthesis of novel 5/7 trifluoromethyl-substituted 4(3H)-quinazolone regioisomers

被引:25
作者
Maitraie, D [1 ]
Reddy, GV [1 ]
Rao, VVVNS [1 ]
Kanth, SR [1 ]
Rao, PS [1 ]
Narsaiah, B [1 ]
机构
[1] Indian Inst Chem Technol, Organ Div 2, Hyderabad 500007, Andhra Pradesh, India
关键词
2,6-dicyanoanilines; dicarboxamido anilines; 4(3H)-quinazolones;
D O I
10.1016/S0022-1139(02)00194-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The unsymmetrical 1,3-diketones 1 on reaction with malononitrile is resulted an interesting trifunctional intermediates 2 and 3. The intermediate 2 is hydrolyzed to give 2,6-dicarboxamido aniline 4 which on cyclisation gave two regioisomers of 1,2-dihydro-4(3H)quinazolinones 5 and 6. The effect of substituents on compound 4 is characteristic for formation of regioisomers in different proportions. Each regioisomer on dehydrogenation under mild condition using active MnO2 gave corresponding 4(3H)-quinazolones 7 and 8, respectively. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:73 / 79
页数:7
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