2-(((1r,3R,5S,7r)-3,5-dimethyladamantan-1-yl)amino)benzonitrile | 1521610-22-9

• 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: 2-(((1r,3R,5S,7r)-3,5-dimethyladamantan-1-yl)amino)benzonitrile
• 英文别名: 2-[(3,5-Dimethyl-1-adamantyl)amino]benzonitrile；2-[(3,5-dimethyl-1-adamantyl)amino]benzonitrile
• CAS: 1521610-22-9
• 化学式: C₁₉H₂₄N₂
• 分子量: 280.413
• InChiKey: JBQQGEJGHDOKQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 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：

  1,3-二甲基金刚烷 、 2-氨基苯甲腈 在 aluminum tri-bromide 、 四溴化碳 作用下， 以 neat (no solvent) 为溶剂， 反应 0.08h， 以87%的产率得到2-(((1r,3R,5S,7r)-3,5-dimethyladamantan-1-yl)amino)benzonitrile
  参考文献：
  名称：

  Solvent-free and direct C(sp3)–H amination of adamantanes by grinding

  摘要：

  A facile, direct and environmentally benign conversion of C(sp(3))-H bonds to C(sp(3))-N bonds using substoichiometric amount of aprotic superelectrophiles polyhalomethane-AIX(3) has been achieved by grinding under solvent-free conditions at room temperature in air. It is a general and simple method for the direct amination of adamantanes, and a series of aminoadamantanes of azoles, arylamines or heteroarylamines were obtained in good to excellent yields. The advantages of this amination are atom economy, solvent-free, chemoselectivity, short reaction time and high yields. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.014

文献信息

• Solvent-free and direct C(sp3)–H amination of adamantanes by grinding
  作者：Zhen Wei、Jiarong Li、Ning Wang、Qi Zhang、Daxin Shi、Kening Sun

  DOI：10.1016/j.tet.2014.01.014

  日期：2014.2

  A facile, direct and environmentally benign conversion of C(sp(3))-H bonds to C(sp(3))-N bonds using substoichiometric amount of aprotic superelectrophiles polyhalomethane-AIX(3) has been achieved by grinding under solvent-free conditions at room temperature in air. It is a general and simple method for the direct amination of adamantanes, and a series of aminoadamantanes of azoles, arylamines or heteroarylamines were obtained in good to excellent yields. The advantages of this amination are atom economy, solvent-free, chemoselectivity, short reaction time and high yields. (C) 2014 Elsevier Ltd. All rights reserved.