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
  • [21] Cs2CO3-Promoted Direct N-Alkylation: Highly Chemoselective Synthesis of N-Alkylated Benzylamines and Anilines
    Castillo, Juan-Carlos
    Orrego-Hernandez, Jessica
    Portilla, Jaime
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (22) : 3824 - 3835
  • [22] CHIRAL 3-AMINOPROPANOLS .2. N-ALKYLATED PRODUCTS
    KNABE, J
    BUCHHEIT, W
    ARCHIV DER PHARMAZIE, 1985, 318 (08) : 727 - 735
  • [23] NEW SYNTHESIS OF N-ALKYLATED 3,3-DIALKYLPIPERIDINES
    FEICHTINGER, H
    PAYER, W
    CORNILS, B
    CHEMISCHE BERICHTE-RECUEIL, 1978, 111 (05): : 1721 - 1732
  • [24] Synthesis and pharmacology of N-alkylated derivatives of the excitotoxin ibotenic acid
    Madsen, U
    Dumpis, MA
    Bräuner-Osborne, H
    Piotrovsky, LB
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (12) : 1563 - 1568
  • [25] GENERAL-METHOD FOR THE SYNTHESIS OF SELECTIVELY N-ALKYLATED POLYAMINES
    NORDLANDER, JE
    PAYNE, MJ
    BALK, MA
    GRESS, JL
    HARRIS, FD
    LANE, JS
    LEWE, RF
    MARSHALL, SE
    NAGY, D
    RACHLIN, DJ
    JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (01): : 133 - 138
  • [26] Synthesis and Antitumor and Antibacterial Properties of New N-Alkylated Pyrimidines
    Arutyunyan, A. A.
    Mamyan, S. S.
    Stepanyan, H. M.
    Paronikyan, R. V.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2013, 47 (06) : 303 - 306
  • [27] Synthesis and Antitumor and Antibacterial Properties of New N-Alkylated Pyrimidines
    A. A. Arutyunyan
    S. S. Mamyan
    H. M. Stepanyan
    R. V. Paronikyan
    Pharmaceutical Chemistry Journal, 2013, 47 : 303 - 306
  • [28] Synthesis and Crystal Structure of a New N-alkylated Azacrown Ligand
    XU Xin-You
    LUO Qin-Hui
    NI Shi-Sheng
    XU Ji-De
    MENG Nan(Coordination Chemistry Institute
    ZHOU Zhong-Yuan(Chengdu Institute of Organic Chemistry
    Chinese Journal of Structural Chemistry, 1997, (03) : 195 - 199
  • [29] Synthesis of novel deuterium labelled derivatives of N-alkylated polyamines
    Hakkinen, Merja R.
    Keinanen, Tuomo A.
    Khomutov, Alex R.
    Auriola, Seppo
    Weisell, Janne
    Alhonen, Leena
    Janne, Junhani
    Vepsalainen, Jouko
    TETRAHEDRON, 2009, 65 (02) : 547 - 562
  • [30] Design and synthesis of N-alkylated tubulysin analogs and their folate conjugates
    Vlahov, Iontcho
    You, Fei
    Wang, Kevin
    Santhapuram, Hari
    Klein, Hanna
    Vetzel, Marilynn
    Reddy, Joseph
    Leamon, Christopher
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254