2-(N-p-toluenesulfonylamino)adamantane | 74525-89-6

• 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-(N-p-toluenesulfonylamino)adamantane
• 英文别名: N--p-toluolsulfonamid；N-(2-adamantyl)-4-methylbenzenesulfonamide
• CAS: 74525-89-6
• 化学式: C₁₇H₂₃NO₂S
• 分子量: 305.441
• InChiKey: IYMYRLWDUCXKDM-UHFFFAOYSA-N

物化性质

• 熔点：
  143-144 °C
• 沸点：
  447.2±38.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(N-p-toluenesulfonylamino)adamantane 生成 2-氯金刚烷
  参考文献：
  名称：

  Convenient halodeamination and hydrodeamination of primary amines.

  摘要：

  Treatment of p-toluenesulfonamides of primary amines with 2 equiv of chloroamine at room temperature in the presence of base leads to reductive deamination. If excess chloroamine is present, the corresponding alkyl or aryl halides are obtained instead in good yields. Both reactions presumably proceed via tosylhydrazine and diazene intermediates; the course of the reaction is often governed by steric hindrance. Treatment of the isolated tosylhydrazine intermediate with base and chloroamine, bromine, or iodine also leads to the corresponding halides in very good yields.

  DOI：

  10.1021/jo00040a010
• 作为产物：
  描述：

  2-金刚烷胺盐酸盐 、 对甲苯磺酰氯 以 xylene 为溶剂， 以90%的产率得到2-(N-p-toluenesulfonylamino)adamantane
  参考文献：
  名称：

  Anticataleptic activity of 2-aminoadamantane derivatives

  摘要：

  DOI：

  10.1007/bf00777400

文献信息

• Coste, Alexis; Karthikeyan, Ganesan; Couty, Francois, Angewandte Chemie - International Edition, 2009, vol. 48, p. 4381 - 4385
  作者：Coste, Alexis、Karthikeyan, Ganesan、Couty, Francois、Evano, Gwilherm

  DOI：——

  日期：——
• METHODS OF TREATING FUNGAL INFECTIONS
  申请人：Lewis Kim

  公开号：US20120252820A1

  公开（公告）日：2012-10-04

  Methods of identifying compounds that potentiate the activity of antifungal agents, potentiators identified by these methods, and methods of using potentiators to treat fungal infections are disclosed.
• [EN] METHODS OF TREATING FUNGAL INFECTIONS<br/>[FR] PROCÉDÉS DE TRAITEMENT DES INFECTIONS FONGIQUES
  申请人：UNIV NORTHEASTERN

  公开号：WO2009132101A1

  公开（公告）日：2009-10-29

  Methods of identifying compounds that potentiate the activity of antifungal agents, potentiators identified by these methods, and methods of using potentiators to treat fungal infections are disclosed.
• Convenient halodeamination and hydrodeamination of primary amines.
  作者：Frank S. Guziec、Dongchu Wei

  DOI：10.1021/jo00040a010

  日期：1992.7

  Treatment of p-toluenesulfonamides of primary amines with 2 equiv of chloroamine at room temperature in the presence of base leads to reductive deamination. If excess chloroamine is present, the corresponding alkyl or aryl halides are obtained instead in good yields. Both reactions presumably proceed via tosylhydrazine and diazene intermediates; the course of the reaction is often governed by steric hindrance. Treatment of the isolated tosylhydrazine intermediate with base and chloroamine, bromine, or iodine also leads to the corresponding halides in very good yields.
• Anticataleptic activity of 2-aminoadamantane derivatives
  作者：Yu. I. Vikhlyaev、O. V. Ul'yanova、T. A. Voronina、G. N. Artemenko、N. V. Klimova、L. N. Lavrova、M. I. Shmar'yan、A. P. Skoldinov

  DOI：10.1007/bf00777400

  日期：1980.5