Synthesis of 4-arylaminoquinazolines and 2-aryl-4-arylaminoquinazolines from 2-aminobenzonitrile, anilines and formic acid or benzaldehydes

被引:60
作者
Szczepankiewicz, W [1 ]
Suwinski, J [1 ]
Bujok, R [1 ]
机构
[1] Silesian Univ Technol, Inst Organ Chem & Technol, PL-44100 Gliwice, Poland
关键词
o-aminobenzonitrile; amidines; acidity; quinazolines; synthesis;
D O I
10.1016/S0040-4020(00)00899-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Aminobenzonitrile treated with anilines in the presence of aluminium chloride gave respective 2-amino-N-arylbenzamidines. 4-Arylaminoquinazolines lacking a substituent at the 2 position were obtained directly by heating 2-amino-N-arylbenzamidines in formic acid; in similar conditions other carboxylic acids did not react with the amidines. The latter when treated with aidehydes afforded 2-aryl-4arylimino-1H-2,3-dihydroquinazolines readily oxidizable by potassium permanganate to 2-aryl-4-arylaminoquinazolines. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9343 / 9349
页数:7
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