2-(anthracen-10-yl)-2-(phenylamino)acetonitrile | 942265-76-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-(anthracen-10-yl)-2-(phenylamino)acetonitrile
• 英文别名: 2-Anilino-2-anthracen-9-ylacetonitrile
• CAS: 942265-76-1
• 化学式: C₂₂H₁₆N₂
• 分子量: 308.382
• InChiKey: MTMNXFNSAPDRKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  三甲基氰硅烷 、 (E)-N-(9-Anthrylmethylene)benzenamine 在 4C₈H₃NO₆^(2-)*H⁽¹⁺⁾*3In⁽³⁺⁾*2HO^(1-) 作用下， 以 氘代氯仿 为溶剂， 反应 24.0h， 生成 2-(anthracen-10-yl)-2-(phenylamino)acetonitrile
  参考文献：
  名称：

  An in-based 3D metal-organic framework as heterogeneous Lewis acid catalyst for multi-component Strecker reactions

  摘要：

  A novel three-dimensional metal-organic framework (MOF) {[In3(NIPH)(3) (HNIPH)(OH)(2)].4H(2)O}(n) (1) (H2NIPH = 5-nitroisophthalic acid) with one-dimensional channels was synthesized and structurally characterized. Importantly, it demonstrates excellent catalytic activity for the Strecker reactions of two or three components under mild conditions. Moreover, the catalytic recycling of 1 as a representative example was explored. It can be easily separated and reused for no less than five runs with more than 80% conversion yield in catalytic ability.

  DOI：

  10.1016/j.ica.2018.04.037

文献信息

• A novel approach for the synthesis of α-aminonitriles using Mitsunobu’s reagent under solvent-free conditions
  作者：Devdutt Chaturvedi、Amit K. Chaturvedi、Nisha Mishra、Virendra Mishra

  DOI：10.1016/j.tetlet.2012.07.117

  日期：2012.10

  A highly efficient, one-pot, three-component, solvent-free protocol for the synthesis of alpha-aminonitriles starting from their corresponding carbonyl compounds, amines, using Mitsunobu's reagent has been developed. Diversity of alpha-aminonitriles has been synthesized in good to excellent yields (80-99%) using various kinds of aldehydes/ketones and a variety of amines. (C) 2012 Elsevier Ltd. 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.