2-苯胺基-4-苯基丁腈 | 101279-62-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-苯胺基-4-苯基丁腈
• 英文名称: 2-anilino-4-phenyl-butyronitrile
• 英文别名: 2-Anilino-4-phenyl-butyronitril；2-Anilino-4-phenylbutanenitrile
• CAS: 101279-62-3
• 化学式: C₁₆H₁₆N₂
• 分子量: 236.316
• InChiKey: CAVAILKNOIYHOY-UHFFFAOYSA-N

物化性质

• 沸点：
  446.9±45.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氰化钾 、 alkaline earth salt of/the/ methylsulfuric acid 生成 2-苯胺基-4-苯基丁腈
  参考文献：
  名称：

  α-Aminoalkanesulfonic Acids^1,2

  摘要：

  DOI：

  10.1021/jo01094a029

文献信息

• Lewis base-catalyzed three-component Strecker reaction on water. An efficient manifold for the direct α-cyanoamination of ketones and aldehydes
  作者：Fabio Cruz-Acosta、Alicia Santos-Expósito、Pedro de Armas、Fernando García-Tellado

  DOI：10.1039/b914151k

  日期：——

  The first three-component organocatalyzed Strecker reaction operating on water has been developed. The manifold utilizes ketones (aldehydes) as the starting carbonyl component, aniline as the primary amine, acetyl cyanide as the cyanide source and N,N-dimethylcyclohexylamine as the catalyst.

  已经开发了第一个在水上进行操作的三组分有机催化Strecker反应。歧管利用酮（醛）作为起始羰基组分，苯胺作为伯胺，乙酰氰作为氰化物源，N，N-二甲基环己胺为催化剂。
• Highly efficient and convenient Strecker reaction of carbonyl compounds and amines with TMSCN catalyzed by MCM-41 anchored sulfonic acid as a recoverable catalyst
  作者：Mohammad G. Dekamin、Zahra Mokhtari

  DOI：10.1016/j.tet.2011.10.087

  日期：2012.1

  sulfonic acid (MCM-41–SO3H) was found to be a highly efficient and recoverable heterogeneous catalyst for the three-component Strecker reaction of aldehydes or ketones and diverse amines using trimethylsilyl cyanide (TMSCN) to afford the corresponding α-amino nitriles under mild conditions in high to quantitative yields. The simple experimental procedure along with easy recovery and reusability of the

  发现MCM-41锚固磺酸（MCM-41–SO 3 H）是一种高效且可回收的多相催化剂，可利用三甲基甲硅烷基氰化物（TMSCN）进行醛或酮与多种胺的三组分Strecker反应。 α-氨基腈在温和条件下以高产率到定量产率。简单的实验程序以及催化剂的易于回收和可重复使用性已导致开发出一种清洁且环境友好的合成α-氨基腈的方法。
• One-pot three-component synthesis of α-amino nitriles catalyzed by nano powder TiO2 P 25
  作者：Seyed Meysam Baghbanian、Maryam Farhang、Robabeh Baharfar

  DOI：10.1016/j.cclet.2010.12.003

  日期：2011.5

  A simple and efficient method has been developed for the synthesis of α-amino nitriles from aldehydes, amines and trimethylsilyl cyanide (Me3SiCN) in the presence of a catalytic amount of cyanuric acid at room temperature.

  已开发出一种简单有效的方法，在室温下在催化量的氰尿酸存在下，由醛，胺和三甲基甲硅烷基氰化物（Me3SiCN）合成α-氨基腈。
• Tin exchanged zeolite as catalyst for direct synthesis of α-amino nitriles under solvent-free conditions
  作者：Arpan K. Shah、Noor-ul H. Khan、Govind Sethia、S. Saravanan、Rukhsana I. Kureshy、Sayed H.R. Abdi、Hari C. Bajaj

  DOI：10.1016/j.apcata.2012.01.001

  日期：2012.3

  Sn exchanged HBeta zeolite was prepared and characterized by PXRD, surface area, TPD and TEM analysis. The Sn exchanged zeolite was found to be highly efficient catalyst for the direct synthesis of alpha-amino nitrite from various ketones and aldehydes with amine and trimethyl silylcyanide (TMSCN) under solvent-free condition. Excellent yield of alpha-amino nitrile (up to 96%) was achieved within 10-120 min at room temperature. The Sn exchanged HBeta zeolite was recovered and reused several times without the loss of its catalytic performance. (C) 2012 Elsevier B.V. All rights reserved.
• Magnetic Solid Sulfonic Acid Decorated with Hydrophobic Regulators: A Combinatorial and Magnetically Separable Catalyst for the Synthesis of α-Aminonitriles
  作者：Akbar Mobaraki、Barahman Movassagh、Babak Karimi

  DOI：10.1021/co500022g

  日期：2014.7.14

  A three-component, Strecker reaction of a series of aldehydes or ketones, amines, and trimethylsilyl cyanide for the synthesis of alpha-aminonitriles in the presence of a catalytic amount of a magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H under solvent-free conditions have been investigated. This catalyst, with a combination of hydrophobicity and acidity on the Fe3O4@SiO2 core-shell of the magnetic nanobeads, as well as its water-resistant property, enabled easy mass transfer and catalytic activity in the Strecker reaction. The catalyst was easily separated by an external magnet and the recovered catalyst was reused in 6 successive reaction cycles without any significant loss of activity.