Synthesis of fluorine-containing 2-(1-aryl-4-oxo-1,4-dihydrocinnolin-3-yl)-2-oxoacetic acids

被引:0
作者
Fokin, A. S. [1 ]
Burgart, Ya. V. [1 ]
Saloutin, V. I. [1 ]
Chupakhin, O. N. [1 ]
机构
[1] Russian Acad Sci, Inst Organ Synth, Ural Div, Ekaterinburg 620219, Russia
基金
俄罗斯基础研究基金会;
关键词
Hydrolysis; Ethyl; Organic Chemistry; Toluene; Dehydration;
D O I
10.1007/s11178-005-0349-x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acid hydrolysis of ethyl 2-(1-aryl-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydrocinnolin-3-yl)-2-oxoacetates gives 2-(1-aryl-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydrocinnolin-3-yl)-2,2-dihydroxyacetic acids which undergo dehydration on heating in toluene to afford 2-(1-aryl-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydrocinnolin-3yl)-2-oxoacetic acids. Reactions of the latter with excess morpholine result in replacement of two fluorine atoms in positions 5 and 7 by the amine residues.
引用
收藏
页码:1374 / 1376
页数:3
相关论文
共 11 条
  • [1] Synthesis of fluorinated 2(3)-arylhydrazones of 1,2,3-tri(1,2,3,4-tetra)carbonyl compounds and their heterocyclization reactions
    Burgart, YV
    Fokin, AS
    Kuzueva, OG
    Chupakhin, ON
    Saloutin, VI
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 1998, 92 (02) : 101 - 108
  • [2] Synthesis of 2-(1-alkyl(aryl)-4-oxo-5,6,7,8-tetrafluoro-1, 4-dihydroquinolin-3-yl)glyoxylic acid derivatives
    Fokin, AS
    Burgart, YV
    Saloutin, VI
    Chupakhin, ON
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 2001, 108 (02) : 187 - 194
  • [3] FOKIN AS, 2001, IZV ROSS AKAD NAUK S, P2307
  • [4] FOKIN AS, 2001, IZV AKAD NAUK K, P662
  • [5] GORDON AJ, 1972, CHEM COMPANION, P232
  • [6] MASHKOVSKII MD, 1986, LEKARSTVENNYE SREDST, V2, P294
  • [7] MITZUTANI M, 1989, B CHEM SOC JPN, V62, P2304
  • [8] Mokrushina G. A., 1991, Zhurnal Vsesoyuznogo Khimicheskogo Obshchestva Imeni D. I. Mendeleeva, V36, P447
  • [9] MOKRUSHINA GA, 1999, RUSS J ORG CHEM+, V35, P1413
  • [10] SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF SOME 1-ARYL-1,4-DIHYDRO-4-OXOCINNOLINE-3-CARBOXYLIC ACIDS
    RADL, S
    MOURAL, J
    BENDOVA, R
    [J]. COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1990, 55 (05) : 1311 - 1320