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

Citation
W. Szczepankiewicz et al., Synthesis of 4-arylaminoquinazolines and 2-aryl-4-arylaminoquinazolines from 2-aminobenzonitrile, anilines and formic acid or benzaldehydes, TETRAHEDRON, 56(47), 2000, pp. 9343-9349
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
47
Year of publication
2000
Pages
9343 - 9349
Database
ISI
SICI code
0040-4020(20001117)56:47<9343:SO4A2F>2.0.ZU;2-0
Abstract
2-Aminobenzonitrile treated with anilines in the presence of aluminium chlo ride gave respective 2-amino-N-arylbenzamidines. 4-Arylaminoquinazolines la cking a substituent at the 2 position were obtained directly by heating 2-a mino-N-arylbenzamidines in formic acid; in similar conditions other carboxy lic acids did not react with the amidines. The latter when treated with aid ehydes afforded 2-aryl-4arylimino-1H-2,3-dihydroquinazolines readily oxidiz able by potassium permanganate to 2-aryl-4-arylaminoquinazolines. (C) 2000 Elsevier Science Ltd. All rights reserved.