4-chloro-N1-(2-cyanophenyl)-benzene-1,2-diamine | 1038354-20-9

• 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: 4-chloro-N1-(2-cyanophenyl)-benzene-1,2-diamine
• 英文别名: 2-(2-Amino-4-chloroanilino)benzonitrile
• CAS: 1038354-20-9
• 化学式: C₁₃H₁₀ClN₃
• mdl: MFCD11201917
• 分子量: 243.695
• InChiKey: CYXDHJJWRRDRSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (4-氯-2-硝基苯基)-(2-氰基苯基)-胺 在 N-甲基哌嗪 、 氢气 作用下， 以 均三甲苯 为溶剂， 160.0 ℃ 、1.01 MPa 条件下， 反应 0.5h， 生成 2-((2-氨基苯基)氨基)苯甲腈 、 4-chloro-N1-(2-cyanophenyl)-benzene-1,2-diamine
  参考文献：
  名称：

  Bifunctional solid catalysts for chemoselective hydrogenation–cyclisation–amination cascade reactions of relevance for the synthesis of pharmaceuticals

  摘要：

  The benzodiazepines olanzapine and clozapine are nowadays manufactured by a three-step process with a final yield below 50%. An approach to environmentally-friendly intensive processes consists in the development of multifunctional solid catalyst able to catalyze multistep reactions. Here, a bifunctional metal-acid solid catalyst has been prepared and is able to carry out hydrogenation-cyclisation-amination reactions in a cascade process. The catalytic system is illustrated for the synthesis of these important antipsychotics, being an alternative for the current industrial process that requires three steps batch reactions, using mineral acids and bases, and stoichiometric amounts of SnCl2. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.08.022

文献信息

• Bifunctional solid catalysts for chemoselective hydrogenation–cyclisation–amination cascade reactions of relevance for the synthesis of pharmaceuticals
  作者：Antonio Leyva-Pérez、Jose R. Cabrero-Antonino、Avelino Corma

  DOI：10.1016/j.tet.2010.08.022

  日期：2010.10

  The benzodiazepines olanzapine and clozapine are nowadays manufactured by a three-step process with a final yield below 50%. An approach to environmentally-friendly intensive processes consists in the development of multifunctional solid catalyst able to catalyze multistep reactions. Here, a bifunctional metal-acid solid catalyst has been prepared and is able to carry out hydrogenation-cyclisation-amination reactions in a cascade process. The catalytic system is illustrated for the synthesis of these important antipsychotics, being an alternative for the current industrial process that requires three steps batch reactions, using mineral acids and bases, and stoichiometric amounts of SnCl2. (C) 2010 Elsevier Ltd. All rights reserved.