3-(2-chlorophenyl)-2,6-dicyano-4-methyl-5-phenylaniline

• 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: 3-(2-chlorophenyl)-2,6-dicyano-4-methyl-5-phenylaniline
• 英文别名: 2-Amino-4-(2-chlorophenyl)-5-methyl-6-phenylbenzene-1,3-dicarbonitrile
• 化学式: C₂₁H₁₄ClN₃
• 分子量: 343.815
• InChiKey: LGCLANJZXFGITC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯苯甲醛 、 苯丙酮 、 丙二腈 在 silica nanoparticles 作用下， 以 乙醇 为溶剂， 反应 2.5h， 以52%的产率得到3-(2-chlorophenyl)-2,6-dicyano-4-methyl-5-phenylaniline
  参考文献：
  名称：

  A green one-pot multicomponent synthesis of 4H-pyrans and polysubstituted aniline derivatives of biological, pharmacological, and optical applications using silica nanoparticles as reusable catalyst

  摘要：

  A one-pot practical, efficient, and environmentally benign multicomponent synthesis of 4H-pyrans and polysubstituted aniline derivatives of biological, pharmacological, and optical applications has been developed using a very mild, neutral, and reusable silica nanoparticles as catalyst. The 4H-pyran derivatives were synthesized by a three component reaction of an aldehyde, malononitrile, and 5,5-dimethyl-1,3-cyclohexanedione or ethyl acetoacetate at room temperature or refluxing in ethanol. Alternatively, polysubstituted anilines were synthesized via a four component reaction of an aldehyde, a ketone, and two equivalents of malononitrile in ethanol. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.031

文献信息

• Parallel Synthesis of Strongly Fluorescent Polysubstituted 2,6-Dicyanoanilines via Microwave-Promoted Multicomponent Reaction
  作者：Sun-Liang Cui、Xu-Feng Lin、Yan-Guang Wang

  DOI：10.1021/jo047823h

  日期：2005.4.1

  A facile parallel synthesis of polysubstituted 2,6-dicyanoanilines via microwave-promoted three-component reaction of aldehydes, ketones, and propanedinitrile in solution and also on polymer support has been developed. The screening for optical properties identified two new compounds with high fluorescence quantum yields.
• A green one-pot multicomponent synthesis of 4H-pyrans and polysubstituted aniline derivatives of biological, pharmacological, and optical applications using silica nanoparticles as reusable catalyst
  作者：Subhash Banerjee、Alissa Horn、Hari Khatri、Grigoriy Sereda

  DOI：10.1016/j.tetlet.2011.02.031

  日期：2011.4

  A one-pot practical, efficient, and environmentally benign multicomponent synthesis of 4H-pyrans and polysubstituted aniline derivatives of biological, pharmacological, and optical applications has been developed using a very mild, neutral, and reusable silica nanoparticles as catalyst. The 4H-pyran derivatives were synthesized by a three component reaction of an aldehyde, malononitrile, and 5,5-dimethyl-1,3-cyclohexanedione or ethyl acetoacetate at room temperature or refluxing in ethanol. Alternatively, polysubstituted anilines were synthesized via a four component reaction of an aldehyde, a ketone, and two equivalents of malononitrile in ethanol. (C) 2011 Elsevier Ltd. All rights reserved.