2-(4-methoxyphenyl)amino-2-cyanoadamantane | 1099754-29-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxyphenyl)amino-2-cyanoadamantane
• 英文别名: 2-(4-methoxyanilino)adamantane-2-carbonitrile
• CAS: 1099754-29-6
• 化学式: C₁₈H₂₂N₂O
• 分子量: 282.385
• InChiKey: BZEXXZMICCNEQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-adamantylidene(p-methoxyphenyl)amine 、 丙酮氰醇 在 potassium carbonate 作用下， 以98%的产率得到2-(4-methoxyphenyl)amino-2-cyanoadamantane
  参考文献：
  名称：

  Synthesis of 2-amino-2-cyanoadamantane and its derivatives

  摘要：

  Synthetic routes to new amino nitriles with the functional groups at the 2-position of the adamantane core, based on reactions of adamantanonimines with acetone cyanohydrin or of adamantanone cyanohydrin with aliphatic amines, are considered. The products can be used for preparing new biologically active substances, unsymmetrical adamantyl-containing diamines or amino acids.

  DOI：

  10.1134/s1070427212090145

文献信息

• 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.
• Synthesis of 2-amino-2-cyanoadamantane and its derivatives
  作者：Yu. V. Popov、V. M. Mokhov、N. A. Tankabekyan、O. Yu. Safronova

  DOI：10.1134/s1070427212090145

  日期：2012.9

  Synthetic routes to new amino nitriles with the functional groups at the 2-position of the adamantane core, based on reactions of adamantanonimines with acetone cyanohydrin or of adamantanone cyanohydrin with aliphatic amines, are considered. The products can be used for preparing new biologically active substances, unsymmetrical adamantyl-containing diamines or amino acids.