N,N'-Dimethyl-N,N'-diphenyladipamide | 6285-97-8

• 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: N,N'-Dimethyl-N,N'-diphenyladipamide
• 英文别名: N~1~,N~6~-Dimethyl-N~1~,N~6~-diphenylhexanediamide；N,N'-dimethyl-N,N'-diphenylhexanediamide
• CAS: 6285-97-8
• 化学式: C₂₀H₂₄N₂O₂
• 分子量: 324.423
• InChiKey: ZVOHYGBXDWLGEI-UHFFFAOYSA-N

物化性质

• 沸点：
  473.4±28.0 °C(Predicted)
• 密度：
  1.132±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-Dimethyl-N,N'-diphenyladipamide 在 四氢呋喃 、 lithium aluminium tetrahydride 作用下， 生成 己二醛
  参考文献：
  名称：

  Weygand et al., Angewandte Chemie, 1953, vol. 65, p. 525,529

  摘要：

  DOI：
• 作为产物：
  描述：

  己二酸 、 N-甲基苯胺 在 2-氯-1-甲基吡啶碘化物 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到N,N'-Dimethyl-N,N'-diphenyladipamide
  参考文献：
  名称：

  Copper-Mediated Construction of Spirocyclic Bis-oxindoles via a Double C–H, Ar–H Coupling Process

  摘要：

  A double C-H, Ar-H coupling process for the conversion of bis-anilides into spirocyclic bis-oxindoles, enabling the concomitant formation of two all-carbon quaternary centers at oxindole 3-positions in a diastereoselective manner, is described. The optimum cyclization conditions utilize stoichiometric Cu(OAc)(2).H2O/KOtBu in DMF at 110 degrees C and have been applied to prepare a range of structurally diverse bis-spirooxindoles in fair to good yields (28-77%); the method has also been extended to prepare bis-oxindoles linked by a functionalized acyclic carbon chain.

  DOI：

  10.1021/ol5024129

文献信息

• N‐Heterocyclic Carbene/Cobalt Cooperative Catalysis for the Chemo‐ and Regioselective C−N Bond Formation between Aldehyde and Amines/Amides
  作者：Asher M. Siddiqui、Anam Khalid、Arif Khan、Chandra S. Azad、Mohd. Samim、Imran A. Khan

  DOI：10.1002/cctc.202000156

  日期：2020.9.4

  examples), tertiary amides (31 examples), and imides (16 examples) by a Cobalt(II) catalyzed oxidative amide coupling in aqueous media. The Co(III)‐TMC was reacted with N‐Heteroatom Carbene to form active catalyst Co(II)NHC‐TMC in situ which involves in the coordination with Breslow's intermediate and SET for the activation of aldehyde and amides. The mechanism for activation of amide and amine differs

  通过钴（II）在水性介质中催化氧化酰胺偶联反应构建各种仲（4个实例），叔酰胺（31个实例）和酰亚胺（16个实例）的新颖方法。Co（III）-TMC与N-Heteroatom Carbene反应形成原位活性催化剂Co（II）NHC-TMC ，该催化剂涉及与Breslow中间体和SET的配位，以活化醛和酰胺。酰胺和胺的活化机理分别基于基于SET的亲核加成和配体交换而不同。使用Fe（III）（EDTA）-H 2 O 2作为氧化剂可实现催化剂的再生。Co（II）TMC‐O 2的使用在该过程中也发现同样有效。发现该方法在存在同样敏感的邻-C-H键活化的情况下对NH活化具有区域选择性。发现胺比相应的酰胺更易受反应影响。
• Substrate scope in the copper-mediated construction of bis-oxindoles via a double C–H/Ar–H coupling process
  作者：Pauline Drouhin、Timothy E. Hurst、Adrian C. Whitwood、Richard J.K. Taylor

  DOI：10.1016/j.tet.2015.02.060

  日期：2015.9

  The synthesis of bis-oxindoles via the copper(II)-mediated double cyclisation of linear bis-anilides is described. Cu(OAc)(2)center dot H2O was identified as an efficient and inexpensive catalyst for this process. In contrast to previous methods, which rely on the synthesis of the central core from existing oxindole building blocks, this new approach focusses on concurrent formation of both oxindole rings from a simple linear precursor, allowing the formation of bis-oxindoles containing a diverse range of cyclic and acyclic linkers using a single synthetic method. (C) 2015 Elsevier Ltd. All rights reserved.
• Meth-Cohn, Otto; Goon, Simon, Journal of the Chemical Society. Perkin transactions I, 1997, # 2, p. 85 - 90
  作者：Meth-Cohn, Otto、Goon, Simon

  DOI：——

  日期：——
• DE624377
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  公开（公告）日：——
• US2103286
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