N-(adamant-2-yl)-N'-(phenyl)formamidine | 1309583-19-4

• 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: N-(adamant-2-yl)-N'-(phenyl)formamidine
• 英文别名: N'-(1-adamantyl)-N-phenylmethanimidamide
• CAS: 1309583-19-4
• 化学式: C₁₇H₂₂N₂
• 分子量: 254.375
• InChiKey: IWIGXDJMFSAJRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(adamant-2-yl)-N'-(phenyl)formamidine 、 (2-溴乙基)二苯基锍三氟甲烷磺酸盐 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 2.5h， 以85%的产率得到1-(phenyl)-3-(adamantan-2-yl)imidazolinium trifluoromethanesulfonate
  参考文献：
  名称：

  An Efficient Synthesis of Imidazolinium Salts Using Vinyl Sulfonium Salts

  摘要：

  The synthesis of imidazolinium salts from the reaction of formamidines and (2-bromoethyl)diphenylsulfonium triflate is described. A variety of symmetrical and unsymmetrical imidazolinium Inflate salts were synthesized in high yield in short reaction times under mild conditions. Aromatic and aliphatic N-substituents work well. The reaction is proposed to proceed via generation of a vinyl sulfonium salt Intermediate frorr the bromoethylsulfonium triflate.

  DOI：

  10.1021/ol2009472
• 作为产物：
  描述：

  金刚烷胺 、 原甲酸三乙酯 、 苯胺 在 溶剂黄146 作用下， 反应 20.0h， 以59%的产率得到N-(adamant-2-yl)-N'-(phenyl)formamidine
  参考文献：
  名称：

  An Efficient Synthesis of Imidazolinium Salts Using Vinyl Sulfonium Salts

  摘要：

  The synthesis of imidazolinium salts from the reaction of formamidines and (2-bromoethyl)diphenylsulfonium triflate is described. A variety of symmetrical and unsymmetrical imidazolinium Inflate salts were synthesized in high yield in short reaction times under mild conditions. Aromatic and aliphatic N-substituents work well. The reaction is proposed to proceed via generation of a vinyl sulfonium salt Intermediate frorr the bromoethylsulfonium triflate.

  DOI：

  10.1021/ol2009472

文献信息

• An Efficient Synthesis of Imidazolinium Salts Using Vinyl Sulfonium Salts
  作者：Eoghan M. McGarrigle、Sven P. Fritz、Ludovic Favereau、Muhammad Yar、Varinder K. Aggarwal

  DOI：10.1021/ol2009472

  日期：2011.6.17

  The synthesis of imidazolinium salts from the reaction of formamidines and (2-bromoethyl)diphenylsulfonium triflate is described. A variety of symmetrical and unsymmetrical imidazolinium Inflate salts were synthesized in high yield in short reaction times under mild conditions. Aromatic and aliphatic N-substituents work well. The reaction is proposed to proceed via generation of a vinyl sulfonium salt Intermediate frorr the bromoethylsulfonium triflate.