5-chloro-2-(2,2-dimethylcyclopropyl)phenylamine | 1201761-74-1

• 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: 5-chloro-2-(2,2-dimethylcyclopropyl)phenylamine
• 英文别名: 5-Chloro-2-(2,2-dimethylcyclopropyl)aniline；5-chloro-2-(2,2-dimethylcyclopropyl)aniline
• CAS: 1201761-74-1
• 化学式: C₁₁H₁₄ClN
• 分子量: 195.692
• InChiKey: PSOGELSZYXEVFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-氯-2,2-二甲基环丙基苯基亚砜 、 3-氯苯胺 在 正丁基锂 、 异丙基氯化镁 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以17%的产率得到3-chloro-2-(2,2-dimethylcyclopropyl)phenylamine
  参考文献：
  名称：

  Cyclopropylation of arylamines at the 2-position with cyclopropylmagnesium carbenoids

  摘要：

  Direct cyclopropylation of arylamines at the 2-position with 1-chlorocyclopropyl phenyl sulfoxides was achieved. The reaction of N-lithio arylamines with cyclopropylinagnesium carbenoids, which are generated from 1-chlorocyclopropyl phenyl sulfoxides with i-PrMgCl via the sulfoxide-magnesium exchange reaction, is the key of this procedure, This method offers an unprecedented way for the synthesis of arylamines having a cyclopropane ring at the 2-position directly from arylamines. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.096

文献信息

• Cyclopropylation of arylamines at the 2-position with cyclopropylmagnesium carbenoids
  作者：Yukie Yamada、Mirai Mizuno、Shinobu Nagamoto、Tsuyoshi Satoh

  DOI：10.1016/j.tet.2009.09.096

  日期：2009.11

  Direct cyclopropylation of arylamines at the 2-position with 1-chlorocyclopropyl phenyl sulfoxides was achieved. The reaction of N-lithio arylamines with cyclopropylinagnesium carbenoids, which are generated from 1-chlorocyclopropyl phenyl sulfoxides with i-PrMgCl via the sulfoxide-magnesium exchange reaction, is the key of this procedure, This method offers an unprecedented way for the synthesis of arylamines having a cyclopropane ring at the 2-position directly from arylamines. (C) 2009 Elsevier Ltd. All rights reserved.