Optimization of the synthesis conditions of products formed in arenesulfonylation of N-alkylated anilines

被引：0
|
作者：
机构：
[1] Kustova, T.P.
[2] Smirnova, E.G.
[3] Kochetova, L.B.
[4] Kalinina, N.V.
来源：
| 1600年 / Izdatel'stvo Nauka卷 / 87期
关键词：
Fundamental kinetic aspects of the arenesulfonylation of N-alkylated anilines in aqueous-organic media; the nonaqueous component of which are alcohols; ethers; and acetonitrile were studied. It was shown that; with increasing fraction of water in the solvent; the reaction rate constant grows and the reactivity of N-alkyl anilines depends not only on the structure of the alkyl radical; but also on the content of water in the solvent. It was found that dimethyl sulfoxide has a catalytic effect on these processes. The strategy of choosing the medium in syntheses of biologically active sulfonyl derivatives of fatty-aromatic amines is discussed. A conclusion about the applicability of aqueous-organic media in the production technology of N-alkylated anilines is based on a calculation of the yield of their arenesulfonylation products. © Pleiades Publishing; Ltd; 2014. Original Russian Text © T.P. Kustova; E.G; Smirnova; L.B; Kochetova; N.V; Kalinina; 2014;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Journal article (JA)
引用
收藏
相关论文
共 50 条
  • [31] Selective Iron Catalyzed Synthesis of N-Alkylated Indolines and Indoles
    Wu, Jiajun
    Tongdee, Satawat
    Cordier, Marie
    Darcel, Christophe
    CHEMISTRY-A EUROPEAN JOURNAL, 2022, 28 (54)
  • [32] A GENERAL-METHOD FOR THE SYNTHESIS OF SELECTIVELY N-ALKYLATED POLYAMINES
    PAYNE, MJ
    BALK, MA
    GRESS, JL
    HARRIS, FD
    LANE, JS
    LEWE, RF
    MARSHALL, SE
    NAGY, D
    RACHLIN, DJ
    NORDLANDER, JE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1983, 186 (AUG): : 68 - ORGN
  • [33] The synthesis and antifungal activity of N-alkylated analogs of echinocandin B
    Jamison, JA
    Zeckner, DJ
    Rodriguez, MJ
    JOURNAL OF ANTIBIOTICS, 1997, 50 (07): : 562 - 566
  • [34] MACROHETEROCYCLES .19. A CONVENIENT SYNTHESIS OF N-ALKYLATED THIOUREAS
    BOGATSKY, AV
    LUKYANENKO, NG
    KIRICHENKO, TI
    LIMICH, VV
    SYNTHESIS-STUTTGART, 1984, (02): : 136 - 136
  • [35] Effect of solvent on the kinetics of arylsulfonylation of N-alkylated anilines in a water-propan-2-ol system
    T. P. Kustova
    I. O. Sterlikova
    Russian Chemical Bulletin, 2006, 55 : 973 - 975
  • [36] Synthesis of N,N-Alkylated α-Tertiary Amines by Coupling of α-Aminoalkyltrifluoroborates and Grignard Reagents
    Jackl, Moritz K.
    Schuhmacher, Anne
    Shiro, Tomoya
    Bode, Jeffrey W.
    ORGANIC LETTERS, 2018, 20 (13) : 4044 - 4047
  • [37] Effect of solvent on the kinetics of arylsulfonylation of N-alkylated anilines in a water-propan-2-ol system
    Kustova, T. P.
    Sterlikova, I. O.
    RUSSIAN CHEMICAL BULLETIN, 2006, 55 (06) : 973 - 975
  • [38] Enantioselective N-alkylation of isatins and synthesis of chiral N-alkylated indoles
    Dou, Xiaowei
    Yao, Weijun
    Jiang, Chunhui
    Lu, Yixin
    CHEMICAL COMMUNICATIONS, 2014, 50 (77) : 11354 - 11357
  • [39] SYNTHESIS OF NO-CARRIER-ADDED RADIOBROMINATED N-ALKYLATED ANALOGS OF SPIPERONE
    MOERLEIN, SM
    LAUFER, P
    STOCKLIN, G
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1985, 22 (10): : 1007 - 1022
  • [40] Divergent Reaction of Allenoates: Synthesis of Polysubstituted Pyrazoles and N-Alkylated Hydrazones
    Rajai-Daryasarei, Saideh
    Rominger, Frank
    Bijanzadeh, Hamid Reza
    Balalaie, Saeed
    ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (21) : 3657 - 3663
12345