A convenient selective N-alkylation of 4-oxo-1,4-dihydro-2-quinoline carboxylic acid

被引:0
|
作者
Edmont, D [1 ]
Chenault, J [1 ]
机构
[1] Univ Orleans, Inst Chim Organ & Analyt, F-45067 Orleans 2, France
关键词
N-alkylation; heterocycles; quinolines; ring-opening; intramolecular cyclization;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The selective N-alkylation of 4-oxo-1,4-dihydro-2-quinoline carboxylic acid has been achieved from 1,2-dihydro[1,4]oxazino[4,3-a]quinoline-4,6-dione by the 2-morpholinone ring opening. In the same time, we have developed a new methodology to obtain the 1,2-dihydro[ 1,4]oxazino[4,3-a]quinoline-4,6-dione that involves an intramolecular cyclization of the 2-choroethyl 6-fluoro-4-oxo-1,4-dihydro-2-quinoline carboxylate.
引用
收藏
页码:833 / 835
页数:3
相关论文
共 50 条
  • [41] Crystal structure of 1-cyclopropyl-7-ethoxy-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid, C15H13F2NO4
    Zhang, Chun-Yan
    Nie, Xu-Liang
    Huang, Guo-Ping
    Xiong, Yuan-Zhen
    Huang, Jian-Ping
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2021, 236 (05): : 923 - 925
  • [42] Hydrogenation N-alkylation of α-alanyl-α-proline with ethyl 2-oxo-4-phenylbutanoate on organometallic catalysts
    M. G. Abdullaev
    Russian Chemical Bulletin, 2020, 69 : 1923 - 1927
  • [43] Hydrogenation N-alkylation of α-alanyl-α-proline with ethyl 2-oxo-4-phenylbutanoate on organometallic catalysts
    Abdullaev, M. G.
    RUSSIAN CHEMICAL BULLETIN, 2020, 69 (10) : 1923 - 1927
  • [44] 4-Oxo-1,4-dihydrobenzo[h][1,3]thiazeto[3,2-a]quinoline-1,3-dicarboxylic acid
    Dawe, Louise N.
    Ahmed, Abeer
    Daneshtalab, Mohsen
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O529 - U2086
  • [45] (&plusmn)-4-oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid: hydrogen bonding and carboxyl disordering in a δ-keto acid
    Thompson, Hugh W.
    Lalancette, Roger A.
    Brunskill, Andrew P.J.
    Acta Crystallographica, Section C: Crystal Structure Communications, 1998, 54 (pt 8): : 1180 - 1182
  • [46] 4-hydroxy-2-quinolones - 140. Synthesis and diuretic activity of arylalkylamides of 4-methyl-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid
    Ukrainets, I. V.
    Bereznyakova, N. L.
    Parshikov, V. A.
    Kravchenko, V. N.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2008, 44 (01) : 64 - 72
  • [47] Synthesis of pyrano[3,2-c]quinoline-4-carboxylates and 2-(4-oxo-1,4-dihydroquinolin-3-yl)fumarates
    Essmat M. El-Sheref
    Ashraf A. Aly
    Aboul-Fetouh E. Mourad
    Alan B. Brown
    Stefan Bräse
    Momtaz E. M. Bakheet
    Chemical Papers, 2018, 72 : 181 - 190
  • [48] 4-Hydroxy-2-quinolones 140. Synthesis and diuretic activity of arylalkylamides of 4-methyl-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid
    I. V. Ukrainets
    N. L. Bereznyakova
    V. A. Parshikov
    V. N. Kravchenko
    Chemistry of Heterocyclic Compounds, 2008, 44 : 64 - 72
  • [49] Synthesis and Antitumor Activity of Novel 4-(2-Fluorophenoxy)-quinoline Derivatives Bearing the 4-Oxo-1,4-dihydroquinoline-3-carboxamide Moiety
    Li, Sai
    Jiang, Rui
    Qin, Mingze
    Liu, Haicheng
    Zhang, Guangyan
    Gong, Ping
    ARCHIV DER PHARMAZIE, 2013, 346 (07) : 521 - 533
  • [50] Crystal structure of [1-(4-carboxyphenyl)-4-oxo-1,4-dihydropyridazine-3-carboxylic acid]-(methylsulfinyl)methane, C15H16N2O6S
    Pan, Hui-Bin
    Tuo, Meng-Qi
    Gao, Xia
    Liu, Jin
    Lu, Jiu-Fu
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2024, 239 (06): : 1007 - 1009