Noncatalytic mono-N-methylation of aniline in supercritical methanol:: the kinetics and acid/base effect

被引：23
|
作者：
Takebayashi, Y
Morita, Y
Sakai, H
Abe, M
Yoda, S
Furuya, T
Sugeta, T
Otake, K
机构：
[1] Natl Inst Adv Ind Sci & Technol, Nanotechnol Res Inst, Tsukuba, Ibaraki, Japan
[2] Tokyo Univ Sci, Grad Sch Sci & Technol, Noda, Chiba 2788510, Japan
来源：
CHEMICAL COMMUNICATIONS | 2005年 / 31期
关键词：
D O I：
10.1039/b504050g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Aniline is easily N-methylated in supercritical methanol without catalyst at 350 degrees C and 0.237 g cm(-3) to give mono-N- methylaniline with high selectivity, and the reaction rate is increased by a small amount of base (LiOH, NaOH, KOH, and CH3ONa), indicating a difference in the reaction mechanism from the ordinary acid-catalyzed one.
引用
收藏
页码：3965 / 3967
页数：3
相关论文
共 50 条
  • [1] Noncatalytic ortho-selective methylation of phenol in supercritical methanol: the mechanism and acid/base effect
    Takebayashi, Yoshihiro
    Hotta, Hiroyuki
    Shono, Atsushi
    Yoda, Satoshi
    Furuya, Takeshi
    Otake, Katsuto
    [J]. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2008, 47 (03) : 704 - 709
  • [2] Zeolite-promoted selective mono-N-methylation of aniline with dimethyl carbonate
    Esakkidurai, T
    Pitchumani, K
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 218 (02) : 197 - 201
  • [3] Mono-N-methylation of anilines with methanol catalyzed by a manganese pincer-complex
    Bruneau-Voisine, Antoine
    Wang, Ding
    Dorcet, Vincent
    Roisnel, Thierry
    Darcel, Christophe
    Sortais, Jean-Baptiste
    [J]. JOURNAL OF CATALYSIS, 2017, 347 : 57 - 62
  • [4] Selective mono-N-methylation of aniline substrates on Cu1-xZnxFe2O4
    Vijayaraj, Munusamy
    Gopinath, Chinnakonda S.
    [J]. APPLIED CATALYSIS A-GENERAL, 2007, 320 : 64 - 68
  • [5] NHC-amine Ru complex catalyzed selective mono-N-methylation of amines with methanol: understanding the effect of amine ligands
    Cai, Xiuju
    Zhou, Xiaoyu
    Huang, Ming
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2023, 11 (01) : 113 - 119
  • [6] Selective mono-N-methylation of amines using methanol as a methylating reagent over heterogeneous Ni catalysts
    Wang, Pan
    Yuan, Ziliang
    Xian, Chensheng
    Liu, Bing
    Li, Xun
    Zhang, Zehui
    [J]. CATALYSIS SCIENCE & TECHNOLOGY, 2023, 13 (02) : 315 - 320
  • [7] Reply to the comments of M!Selva on "Zeolite-promoted selective mono-N-methylation of aniline with dimethyl carbonate"
    Pitchumani, K
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 222 (1-2) : 275 - 275
  • [8] Selective mono-N-methylation of nitroarenes with methanol catalyzed by atomically dispersed NHC-Ir solid assemblies
    Wang, Jiaquan
    Wu, Jiajie
    Chen, Zhe-Ning
    Wen, Daheng
    Chen, Jiangbo
    Zheng, Qingshu
    Xu, Xin
    Tu, Tao
    [J]. JOURNAL OF CATALYSIS, 2020, 389 (389) : 337 - 344
  • [9] N-METHYLATION OF ANILINE WITH METHANOL .1. N-METHYLATION OF ANILINE WITH METHANOL OVER MGO CATALYST
    TAKAMIYA, N
    KOINUMA, Y
    ANDO, K
    MURAI, S
    [J]. NIPPON KAGAKU KAISHI, 1979, (11) : 1453 - 1457
  • [10] An insight into the mechanism of selective mono-N-methylation of aniline on Cu1-xZnxFe2O4:: a DRIFTS study
    Vijayaraj, M
    Murugan, B
    Umbarkar, S
    Hegde, SG
    Gopinath, CS
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 231 (1-2) : 169 - 180
12345