A New and Facile Synthesis of Quinazoline-2,4(1H,3H)-diones

被引:71
作者
Li Jiarong [1 ]
Chen Xian [1 ]
Shi Daxin [1 ]
Ma Shuling [1 ]
Li Qing [1 ]
Zhang Qi [1 ]
Tang Jianhong [1 ]
机构
[1] Beijing Inst Technol, Sch Chem Engn & Environm, Beijing 100081, Peoples R China
关键词
CARBON-DIOXIDE; ORTHO-AMINONITRILES; CATALYTIC AMOUNT; O-AMINONITRILES; DERIVATIVES; EFFICIENT; 2,4(1H,3H)-QUINAZOLINEDIONES; 4(3H)-QUINAZOLINONES; QUINAZOLINES; ISOCYANATES;
D O I
10.1021/ol900093h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and facile preparation of quinazoline-2,4(1H,3H)-diones was first reported which was the condensation of aromatic o-aminonitriles with DMF or N,N-diethylformamide in the presence of ZnCl2 (0.5-10 mol %) at 190-200 degrees C in the sealed reactor.
引用
收藏
页码:1193 / 1196
页数:4
相关论文
共 47 条
[1]  
ALTALIB M, 1992, SYNTHESIS-STUTTGART, P697
[2]   A modified synthesis of iodoazidoaryl prazosin [J].
Andrus, MB ;
Mettath, SN ;
Song, C .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (23) :8284-8286
[3]   Electrophilic N-amination of two quinazoline-2,4-diones using substituted (nitrophenyl)hydroxylamines [J].
Boyles, DC ;
Curran, TT ;
Parlett, RV .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2002, 6 (03) :230-233
[4]  
BUCKMAN BO, 1964, TETRAHEDRON LETT, V5, P4439
[5]  
BUNIN BA, 1981, J AM CHEM SOC, V95, pB6625
[6]   2,4-DIAMINO-6,7-DIMETHOXYQUINAZOLINES .1. 2-[4-(1,4-BENZODIOXAN-2-YLCARBONYL)PIPERAZIN-1-YL] DERIVATIVES AS ALPHA-1-ADRENOCEPTOR ANTAGONISTS AND ANTIHYPERTENSIVE AGENTS [J].
CAMPBELL, SF ;
DAVEY, MJ ;
HARDSTONE, JD ;
LEWIS, BN ;
PALMER, MJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (01) :49-57
[7]   SYNTHESIS OF CHIRAL 3-SUBSTITUTED 2,4(1H,3H)-QUINAZOLINEDIONES [J].
CANONNE, P ;
AKSSIRA, M ;
DAHDOUH, A ;
KASMI, H ;
BOUMZEBRA, M .
HETEROCYCLES, 1993, 36 (06) :1305-1314
[8]   REGIOSELECTIVE BETA-METALLATIONS OF 2-SUBSTITUTED FURAN AND N-METHYLPYRROLE DERIVATIVES EMPLOYING THE DIRECTING EFFECT OF THE OXAZOLINO GROUP - SYNTHESES OF 2,3-DISUBSTITUTED FURANS AND N-METHYLPYRROLES [J].
CHADWICK, DJ ;
MCKNIGHT, MV ;
NGOCHINDO, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (06) :1343-1347
[9]   Substituted isoquinolines and quinazolines as potential antiinflammatory agents.: Synthesis and biological evaluation of inhibitors of tumor necrosis factor α [J].
Chao, Q ;
Deng, L ;
Shih, HC ;
Leoni, LM ;
Genini, D ;
Carson, DA ;
Cottam, HB .
JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (19) :3860-3873
[10]   An eco-efficient pilot plant scale synthesis of two 5-substituted-6,7-dimethoxy-1-H-quinazoline-2,4-diones [J].
Connolly, TJ ;
McGarry, P ;
Sukhtankar, S .
GREEN CHEMISTRY, 2005, 7 (08) :586-589