Benign and efficient synthesis of 2-substituted 4(3H)-quinazolinones mediated by iron(III) chloride hexahydrate in refluxing water

被引:62
作者
Wang, Guan-Wu [1 ]
Miao, Chun-Bao
Kang, Hui
机构
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Anhui, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
关键词
D O I
10.1246/bcsj.79.1426
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Condensation of aldehydes with anthranilamide in refluxing water using iron(III) chloride hexahydrate as an oxidiant afforded 2-substituted 4(3H)-quinazolinones in good yields (77-93%). This method provides several advantages such as being environmentally friendly, having a simple work-up procedure, and affording high yields.
引用
收藏
页码:1426 / 1430
页数:5
相关论文
共 37 条
[1]   A novel method for the synthesis of 4(3H)-quinazolinones [J].
Abdel-Jalil, RJ ;
Voelter, W ;
Saeed, M .
TETRAHEDRON LETTERS, 2004, 45 (17) :3475-3476
[2]  
BISWANATH D, 2004, CHEM LETT, V33, P960
[3]   Green chemistry approaches to the synthesis of 5-alkoxycarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones by a three-component coupling of one-pot condensation reaction:: Comparison of ethanol, water, and solvent-free conditions [J].
Bose, DS ;
Fatima, L ;
Mereyala, HB .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (02) :587-590
[4]   Environmentally friendly catalytic methods [J].
Clark, JH ;
Macquarrie, DJ .
CHEMICAL SOCIETY REVIEWS, 1996, 25 (05) :303-&
[5]  
Connolly DJ, 2001, SYNLETT, P1707
[6]  
COUTURE A, 1991, SYNTHESIS-STUTTGART, P1009
[7]  
Deepthi KS, 2000, INDIAN J CHEM B, V39, P220
[8]   Synthesis of benzimidazoles in high-temperature water [J].
Dudd, LM ;
Venardou, E ;
Garcia-Verdugo, E ;
Licence, P ;
Blake, AJ ;
Wilson, C ;
Poliakoff, M .
GREEN CHEMISTRY, 2003, 5 (02) :187-192
[9]   Synthesis of novel carbopolycycles and heterocycles. 41. Synthesis of optically active vasicinone based on intramolecular aza-Wittig reaction and asymmetric oxidation [J].
Eguchi, S ;
Suzuki, T ;
Okawa, T ;
Matsushita, Y ;
Yashima, E ;
Okamoto, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (21) :7316-7319
[10]   ACYLANTHRANILS .9. INFLUENCE OF HYDROGEN-BONDING ON THE REACTION OF ACETYLANTHRANIL WITH AMMONIA [J].
ERREDE, LA ;
MARTINUCCI, PD ;
MCBRADY, JJ .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (15) :3009-3017