N-丁基-2,4-二甲氧基苯胺 | 124006-23-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-丁基-2,4-二甲氧基苯胺
• 英文名称: N-butyl-2,4-dimethoxyaniline
• CAS: 124006-23-1
• 化学式: C₁₂H₁₉NO₂
• mdl: MFCD09033523
• 分子量: 209.288
• InChiKey: DMVZOFOMVHBURJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4-dimethoxyphenyllead triacetate 、 正丁胺 在 copper diacetate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以19%的产率得到N-丁基-2,4-二甲氧基苯胺
  参考文献：
  名称：

  Barton, Derek H. R.; Donnelly, Dervilla, M. X.; Finet, Jean-Pierre, Journal of the Chemical Society. Perkin transactions I, 1991, # 9, p. 2095 - 2102

  摘要：

  DOI：

文献信息

• General Method for the Amination of Aryl Halides with Primary and Secondary Alkyl Amines via Nickel Photocatalysis
  作者：Geyang Song、Ding-Zhan Nong、Jing-Sheng Li、Gang Li、Wei Zhang、Rui Cao、Chao Wang、Jianliang Xiao、Dong Xue

  DOI：10.1021/acs.joc.2c01284

  日期：2022.8.5

  the coupling of electron-rich and electron-poor aryl halides with both primary and secondary alkyl amines. In this study, it is reported that a Ni(II)-bipyridine complex catalyzes efficient C–N coupling of aryl chlorides and bromides with various primary and secondary alkyl amines under direct excitation with light. Intramolecular C–N coupling is also demonstrated. The feasibility and applicability of

  Buchwald-Hartwig C-N 偶联反应被列为药物化学中最常用的 20 种反应之一。Ni基催化剂催化的C-N偶联反应由于其成本远低于钯，并且对反应性较低的芳基氯化物具有更高的反应性，因此受到了广泛关注。然而，到目前为止，似乎还没有通用的、实用的镍催化体系能够使富电子和贫电子芳基卤化物与伯烷基胺和仲烷基胺偶联。在本研究中，据报道，Ni(II)-联吡啶配合物在光的直接激发下催化芳基氯化物和溴化物与各种伯和仲烷基胺的有效 C-N 偶联。还证明了分子内 C-N 耦合。
• Amino Acid Promoted CuI-Catalyzed C−N Bond Formation between Aryl Halides and Amines or N-Containing Heterocycles
  作者：Hui Zhang、Qian Cai、Dawei Ma

  DOI：10.1021/jo0504464

  日期：2005.6.1

  CuI-catalyzed coupling reaction of electron-deficient aryl iodides with aliphatic primary amines occurs at 40 degrees C under the promotion of N-methylglycine. Using L-proline as the promoter, coupling reaction of aryl iodides or aryl bromides with aliphatic primary amines, aliphatic cyclic secondary amines, or electron-rich primary arylamines proceeds at 60-90 degrees C; an intramolecular coupling reaction between aryl chloride and primary amine moieties gives indoline at 70 degrees C; coupling reaction of aryl iodides with indole, pyrrole, carbazole, imidazole, or pyrazole can be carried out at 75-90 degrees C; and coupling reaction of electron-deficient aryl bromides with imidazole or pyrazole occurs at 60-90 degrees C to provide the corresponding N-aryl products in good to excellent yields. In addition, N,N-dimethylglycine promotes the coupling reaction of electron-rich aryl bromides with imidazole or pyrazole to afford the corresponding N-aryl imidazoles or pyrazoles at 110 degrees C. The possible action of amino acids in these coupling reactions is discussed.
• Arylation of amines by aryllead triacetates using copper catalysis
  作者：Derek H.R. Barton、Dervilla M.X. Donnelly、Jean-Pierre Finet、Patrick J. Guiry

  DOI：10.1016/s0040-4039(00)99469-3

  日期：1989.1
• BARTON, DEREK H. R.;DONNELLY, DERVILLA M. X.;FINET, JEAN-PIERRE;GUIRY, PA+, TETRAHEDRON LETT., 30,(1989) N, C. 1377-1380
  作者：BARTON, DEREK H. R.、DONNELLY, DERVILLA M. X.、FINET, JEAN-PIERRE、GUIRY, PA+

  DOI：——

  日期：——