5-nitro-3',5'-dimethyl-1',7'-diphenyl-1',7'-dihydrospiro[indoline-3,4'-pyrano[2,3-c:6,5-c']dipyrazol]-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-nitro-3',5'-dimethyl-1',7'-diphenyl-1',7'-dihydrospiro[indoline-3,4'-pyrano[2,3-c:6,5-c']dipyrazol]-2-one
• 化学式: C₂₈H₂₀N₆O₄
• 分子量: 504.505
• InChiKey: DKYKNLLMXUJIHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  38.0
• 可旋转键数：
  3.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  117.11
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  5-硝基靛红 、 依达拉奉 在 对甲苯磺酸 作用下， 以 水 为溶剂， 反应 1.0h， 以89%的产率得到5-nitro-3',5'-dimethyl-1',7'-diphenyl-1',7'-dihydrospiro[indoline-3,4'-pyrano[2,3-c:6,5-c']dipyrazol]-2-one
  参考文献：
  名称：

  A mild and green chemistry approach for the synthesis of symmetrical spirooxindole derivatives

  摘要：

  在室温下，在催化量的对甲苯磺酸存在下，通过靛红与活化的吡唑啉酮反应，完成了具有重要生物学意义的螺吲哚支架的简单且环保的合成。在较短的反应时间内以优异的产率获得了多种对称的螺吲哚衍生物。该方法具有环境友好、产量高、易于操作等特点，具有重要的应用价值。

  DOI：

  10.1007/s13738-012-0187-z

文献信息

• A mild and green chemistry approach for the synthesis of symmetrical spirooxindole derivatives
  作者：Abbas Rahmati、Ali Hossein Rezayan、Meysam Alizadeh、Ali Nikbakht

  DOI：10.1007/s13738-012-0187-z

  日期：2013.6

  A simple and eco-friendly synthesis of the biologically important spirooxindole scaffold was done by the reaction of isatin with activated pyrazolones in the presence of a catalytic amount of p-toluenesulfonic acid in water at room temperature. A variety of symmetrical spirooxindole derivatives were obtained with excellent yields within short reaction time. This method is of great value because of its environmentally benign character, high yield, and easy handling.

  在室温下，在催化量的对甲苯磺酸存在下，通过靛红与活化的吡唑啉酮反应，完成了具有重要生物学意义的螺吲哚支架的简单且环保的合成。在较短的反应时间内以优异的产率获得了多种对称的螺吲哚衍生物。该方法具有环境友好、产量高、易于操作等特点，具有重要的应用价值。
• Ag NPs decked GO composite as a competent and reusable catalyst for ‘ON WATER’ chemoselective synthesis of pyrano[2,3-c:6,5-c′]dipyrazol]-2-ones
  作者：Anshu Dandia、Shyam L. Gupta、Aayushi Indora、Pratibha Saini、Vijay Parewa、Kuldeep S. Rathore

  DOI：10.1016/j.tetlet.2017.02.014

  日期：2017.3

  We have synthesized and characterized Ag NPs decked GO composite and studied its role as reusable catalyst for the 'ON WATER' chemoselective synthesis of pyranodipyrazolones via the reaction of different carbonyl compounds with 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one. This method illustrates significant selectivity for pyranodipyrazolones over arylmethylene bispyrazolols and arylmethylenepyrazolones. Synergistic effect of heterogenic nature of water with reactants and Ag NP5/G0 had profuse outcome on reaction as indicated by high TOF (18.03 x 10(-5) mol g(-1) min(-1)). Furthermore, catalyst was recycled for 7-times without significant loss of activity. (C) 2017 Elsevier Ltd. All rights reserved.