2-nitro-3-{2-[4-(3-trifluoromethylphenyl)piperazin-1-yl]ethylamino}phenol | 670234-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-nitro-3-{2-[4-(3-trifluoromethylphenyl)piperazin-1-yl]ethylamino}phenol
• 英文别名: 2-Nitro-3-[2-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]ethylamino]phenol
• CAS: 670234-43-2
• 化学式: C₁₉H₂₁F₃N₄O₃
• 分子量: 410.396
• InChiKey: IUMYPXPTRUEJMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  84.6
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-nitro-3-{2-[4-(3-trifluoromethylphenyl)piperazin-1-yl]ethylamino}phenol 在 palladium on activated charcoal 1,1,4,7,10,10-六甲基三亚乙基四胺 、 氢气 、 silver carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 20.0 ℃ 、450.0 kPa 条件下， 反应 30.5h， 生成
  参考文献：
  名称：

  Accelerated Koenigs−Knorr Glucuronidation of a Deactivated Nitrophenol:  Unveiling the Role of Polyamine Additive 1,1,4,7,10,10-Hexamethyltriethylenetetramine¹ through Design of Experiments

  摘要：

  1,1,4,7,10,10-Hexamethyltriethylenetetramine (HMTTA) emerged from a limited parallel screening of selected polyamines as the most appropriate additive for an especially problematic Koenigs-Knorr glucuronidation. This initial finding rapidly evolved into a reliable and high-yielding procedure through the use of two sets of experimental designs. The detailed effect of the stoichiometry of reagents and the amount of amine additive on reaction yield was elucidated. The complexity of the response surface for product yield, described by a third-order polynomial equation, together with ancillary kinetic experiments evidenced the multiple role of HMTTA in the present glucuronidation process.

  DOI：

  10.1021/jo035285n
• 作为产物：
  描述：

  1-(2-氯乙基)-4-[3-(三氟甲基)苯基]哌嗪二盐酸盐 在 sodium azide 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.5h， 生成 2-nitro-3-{2-[4-(3-trifluoromethylphenyl)piperazin-1-yl]ethylamino}phenol
  参考文献：
  名称：

  Accelerated Koenigs−Knorr Glucuronidation of a Deactivated Nitrophenol:  Unveiling the Role of Polyamine Additive 1,1,4,7,10,10-Hexamethyltriethylenetetramine¹ through Design of Experiments

  摘要：

  1,1,4,7,10,10-Hexamethyltriethylenetetramine (HMTTA) emerged from a limited parallel screening of selected polyamines as the most appropriate additive for an especially problematic Koenigs-Knorr glucuronidation. This initial finding rapidly evolved into a reliable and high-yielding procedure through the use of two sets of experimental designs. The detailed effect of the stoichiometry of reagents and the amount of amine additive on reaction yield was elucidated. The complexity of the response surface for product yield, described by a third-order polynomial equation, together with ancillary kinetic experiments evidenced the multiple role of HMTTA in the present glucuronidation process.

  DOI：

  10.1021/jo035285n