4-(ethyl(phenyl)amino)benzonitrile

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(ethyl(phenyl)amino)benzonitrile
• 英文别名: N-(4-cyanophenyl)-N-ethylaniline；4-(N-ethylanilino)benzonitrile
• 化学式: C₁₅H₁₄N₂
• 分子量: 222.29
• InChiKey: PBTCYSPDMGANRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-溴苯腈 、 N-乙基苯胺 在 tris(dibenzylideneacetone)dipalladium (0) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 以0.181 g的产率得到4-(ethyl(phenyl)amino)benzonitrile
  参考文献：
  名称：

  Sequential N-Arylation of Primary Amines as a Route To Alkyldiarylamines

  摘要：

  The synthesis of unsymmetrical alkyldiarylamines from a primary amine and two aryl bromides is described. A catalyst system composed of Pd(OAc)(2)/(rac)-BINAP is used to prepare an alkylarylamine (1) from a primary amine and aryl bromide. The palladium-catalyzed arylation of 1, by means of a different catalyst system, affords an alkyldiarylamine. The efficiency of each catalyst for the second step depends on the electronic nature of the substrates. This method has reasonable generality and compatiblity with base-sensitive functional groups.

  DOI：

  10.1021/jo990568u

文献信息

• Transition‐Metal‐Free Three‐Component Synthesis of Tertiary Aryl Amines from Nitro Compounds, Boronic Acids, and Trialkyl Phosphites
  作者：Silvia Roscales、Aurelio G. Csáky

  DOI：10.1002/adsc.201901009

  日期：2020.1.7

  aromatic amines is of continuous interest in chemistry. An exceptionally versatile three‐component reaction that directly transforms inexpensive nitro compounds, boronic acids, and trialkyl phosphites into tertiary aromatic amines has been realized. The reaction tolerates alkyl and aryl substituents on the nitro and boronic acid moieties, as well as functionalized phosphites. No transition‐metal catalysis

  芳族胺的合成在化学上一直受到关注。已经实现了一种极其通用的三组分反应，该反应可将廉价的硝基化合物，硼酸和亚磷酸三烷基酯直接转化为叔芳族胺。该反应容许硝基和硼酸部分上的烷基和芳基取代基以及官能化的亚磷酸酯。不需要过渡金属催化。该方法与其他经典的金属催化合成方法正交，因为它可以容忍卤素的存在，并且还可以合成功能化的化合物，例如α-氨基酯衍生物。
• Preparation of Tertiary Amines via the Oxidative Coupling of Polyfunctional Aryl and Heteroaryl Amidocuprates
  作者：Paul Knochel、Marcel Kienle、Srinivas Reddy Dubbaka、Vicente del Amo

  DOI：10.1055/s-2007-965941

  日期：2007.4

  Highly functionalized tertiary amines can be prepared by the oxidative coupling of polyfunctional lithium amidocuprates using chloranil as an oxidant. A high functional group tolerance and insensibility to steric hindrance characterize this general amination reaction. Herein, we report a practical procedure for the preparation of aryl and heteroaryl tertiary amines.

  高度官能化的叔胺可以通过使用四氯苯醌作为氧化剂的多官能氨基铜酸锂的氧化偶联来制备。这种通用胺化反应具有高官能团耐受性和对空间位阻不敏感的特点。在此，我们报告了一种制备芳基和杂芳基叔胺的实用程序。
• POLYMERS FUNCTIONALIZED WITH NITRILE COMPOUNDS COMTAINING A PROTECTED AMINO GROUP
  申请人：Luo Steven

  公开号：US20120059112A1

  公开（公告）日：2012-03-08

  A method for preparing a functionalized polymer, the method comprising the steps of (i) polymerizing monomer with a coordination catalyst to form a reactive polymer; and (ii) reacting the reactive polymer with a nitrile compound containing a protected amino group.

  一种制备功能化聚合物的方法，包括以下步骤：(i)使用配位催化剂聚合单体以形成反应性聚合物；(ii)将反应性聚合物与含有受保护氨基团的腈化合物反应。
• POLYMERS FUNCTIONALIZED WITH NITRILE COMPOUNDS CONTAINING A PROTECTED AMINO GROUP
  申请人：BRIDGESTONE CORPORATION

  公开号：US20130085227A1

  公开（公告）日：2013-04-04

  A method for preparing a functionalized polymer, the method comprising the steps of polymerizing monomer with a coordination catalyst to form a reactive polymer and reacting the reactive polymer with a nitrile compound containing a protected amino group.

  一种制备功能化聚合物的方法，包括以下步骤：使用配位催化剂聚合单体以形成反应性聚合物，并将反应性聚合物与含有受保护氨基团的腈化合物反应。
• US8344066B2
  申请人：——

  公开号：US8344066B2

  公开（公告）日：2013-01-01