4-chloro-2,5-dimethoxy-N,N-dimethylaniline | 1268259-03-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-chloro-2,5-dimethoxy-N,N-dimethylaniline
• CAS: 1268259-03-5
• 化学式: C₁₀H₁₄ClNO₂
• 分子量: 215.68
• InChiKey: CLSOVONYHURADU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-chloro-2,5-dimethoxy-N,N-dimethylaniline 、 (R)-2,5-二氢-3,6-二甲氧基-2-异丙基吡嗪 在 仲丁基锂 、 2,6-二叔丁基-4-甲基苯酚 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 1.0h， 生成 、 4-((2R,5R)-5-iso-propyl-3,6-dimethoxy-2,5-dihydopyrazin-2-yl)-2,5-dimethoxy-N,N-dimethylaniline
  参考文献：
  名称：

  Asymmetric Synthesis of α-Aryl Amino Acids; Aryne-Mediated Diastereoselective Arylation

  摘要：

  An aryne-mediated alpha-arylation reaction of Schollkopf's bis-lactim ether is described. Arynes were generated via an ortho-lithiation approach, affording syn-arylated products in up to 94:6 dr with moderate to good yields and excellent regioselectivities. Hydrolysis provided a variety of substituted arylglycines containing a range of functional groups without racemization.

  DOI：

  10.1021/ol1030469
• 作为产物：
  描述：

  聚合甲醛 、 4-氯-2,5-二甲氧基苯胺 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 6.0h， 以75%的产率得到4-chloro-2,5-dimethoxy-N,N-dimethylaniline
  参考文献：
  名称：

  Asymmetric Synthesis of α-Aryl Amino Acids; Aryne-Mediated Diastereoselective Arylation

  摘要：

  An aryne-mediated alpha-arylation reaction of Schollkopf's bis-lactim ether is described. Arynes were generated via an ortho-lithiation approach, affording syn-arylated products in up to 94:6 dr with moderate to good yields and excellent regioselectivities. Hydrolysis provided a variety of substituted arylglycines containing a range of functional groups without racemization.

  DOI：

  10.1021/ol1030469

文献信息

• Expedient Synthesis of <i>N</i> -Methyl- and <i>N</i> -Alkylamines by Reductive Amination using Reusable Cobalt Oxide Nanoparticles
  作者：Thirusangumurugan Senthamarai、Kathiravan Murugesan、Kishore Natte、Narayana V. Kalevaru、Helfried Neumann、Paul C. J. Kamer、Rajenahally V. Jagadeesh

  DOI：10.1002/cctc.201701617

  日期：2018.3.21

  the synthesis and functionalization of amines by using earth‐abundant metal‐based catalysts is of scientific interest. In this regard, herein we report an expedient reductive amination process for the selective synthesis of N‐methylated and N‐alkylated amines by using nitrogen‐doped, graphene‐activated nanoscale Co3O4‐based catalysts. Starting from inexpensive and easily accessible nitroarenes or amines

  N-甲基和N-烷基胺代表重要的精细化学品和散装化学品，已广泛用于学术研究和工业生产中。值得注意的是，这些结构基序存在于大量生命科学分子中，并在调节其活动中起着至关重要的作用。因此，通过使用富含地球的金属基催化剂开发一种方便，经济高效的胺合成和官能化方法的研究具有科学意义。在这方面，我们在此报告了一种便捷的还原胺化工艺，该工艺通过使用氮掺杂的石墨烯活化的纳米级Co 3 O 4选择性合成N-甲基化和N-烷基化的胺。基于催化剂。从廉价且易于获得的硝基芳烃或胺和甲醛水溶液或存在甲酸的甲酸开始，这种经济高效的还原胺化方案可合成各种N-甲基和N-烷基胺，氨基酸衍生物和现有药物分子。
• Asymmetric Synthesis of α-Aryl Amino Acids; Aryne-Mediated Diastereoselective Arylation
  作者：Elizabeth P. Jones、Peter Jones、Anthony G. M. Barrett

  DOI：10.1021/ol1030469

  日期：2011.3.4

  An aryne-mediated alpha-arylation reaction of Schollkopf's bis-lactim ether is described. Arynes were generated via an ortho-lithiation approach, affording syn-arylated products in up to 94:6 dr with moderate to good yields and excellent regioselectivities. Hydrolysis provided a variety of substituted arylglycines containing a range of functional groups without racemization.