5-(4-methoxyphenyl)-5'-nitro-5H-spiro[diindeno[1,2-b:2',1'-e]pyridine-11,3'-indoline]-2',10,12-trione | 1196205-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-(4-methoxyphenyl)-5'-nitro-5H-spiro[diindeno[1,2-b:2',1'-e]pyridine-11,3'-indoline]-2',10,12-trione
• 英文别名: 5-(4-methoxyphenyl)-5'-nitro-5H-spiro[diindeno[1,2-b:2',1'-e]pyridin-11,3'-indoline]-2',10,12-trione
• CAS: 1196205-19-2
• 化学式: C₃₃H₁₉N₃O₆
• 分子量: 553.53
• InChiKey: YBXMHMJPUNFKSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.53
• 重原子数：
  42.0
• 可旋转键数：
  3.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  118.85
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  1,3-茚满二酮 、 5-硝基靛红 、 甲氧苯胺 在 对甲苯磺酸 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以91%的产率得到5-(4-methoxyphenyl)-5'-nitro-5H-spiro[diindeno[1,2-b:2',1'-e]pyridine-11,3'-indoline]-2',10,12-trione
  参考文献：
  名称：

  螺[二茚基[1,2- b：2'，1'- e ]吡啶-11,3'-二氢吲哚]-三酮图书馆的一锅，伪四组分合成

  摘要：

  一种高效，简单合成螺[diindeno [1,2- b： 2'，1'- e ]吡啶-11,3'-二氢吲哚] -2'，10的一锅法伪四组分方法，据报道在回流的乙腈中有12-三酮衍生物。该程序的特点是反应条件温和，产物收率高，操作简便。

  DOI：

  10.1021/cc900130a

文献信息

• Oxalic acid dihydrate and proline based low transition temperature mixture: An efficient synthesis of spiro [diindenopyridine-indoline] triones derivatives
  作者：Dattatray R. Chandam、Abhijeet G. Mulik、Dayanand R. Patil、Ajinkya P. Patravale、Digambar R. Kumbhar、Madhukar B. Deshmukh

  DOI：10.1016/j.molliq.2016.02.101

  日期：2016.7

  new facile approach has been developed for the synthesis of spiro [diindenopyridine-indoline] triones under the umbrella of green chemistry. The developed protocol is endowed with the use of low transition temperature mixture as a green reaction medium, operational simplicity, easy workup procedures, good to excellent product yields, and non-chromatographic purification procedure. Since indenone fused

  在绿色化学的保护下，已开发出一种新的简便方法来合成螺[二茚并吡啶-二氢吲哚]三酮。所开发的方案被赋予使用低转变温度的混合物作为绿色反应介质，操作简单，后处理程序简单，产品收率良好至优异以及非色谱纯化程序的优点。由于茚满酮融合的基序具有广泛的生物学活性，因此该方案有望在生物学活性化合物的组合合成中找到应用。
• Grindstone chemistry: one-pot synthesis of spiro[diindenopyridine-indoline]triones and spiro[acenaphthylene-diindenopyridine]triones
  作者：Ramin Ghahremanzadeh、Somayeh Ahadi、Ghazaleh Imani Shakibaei、Ayoob Bazgir

  DOI：10.1016/j.tetlet.2009.11.041

  日期：2010.1

  A one-pot, pseudo four-component, and simple synthesis of spiro[diindenopyridine-indoline]triones and spiro[acenaphthylene-diiiidenopyridine]triones via the reaction of 1,3-indandione, aromatic amines and isatins or acenaphthylene-1,2-dione using a 'Grindstone Chemistry' method is reported. (C) 2009 Elsevier Ltd. All rights reserved.
• Efficient Synthesis of Spiro[diindenopyridine-indoline]triones Catalyzed by PEG-OSO₃H-H₂O and [NMP]H₂PO₄
  作者：Jayant Sindhu、Harjinder Singh、J. M. Khurana

  DOI：10.1080/00397911.2014.906616

  日期：2015.1.17

  One-pot, three-component synthesis of spiro[diindenopyridine-indoline]triones has been reported via the reaction of 1,3-indandione, aromatic amines, and isatins with (PEG-OSO3H) as an efficient, polymeric acid surfactant-based catalyst in water and also in presence of acidic ionic liquid [NMP]H2PO4, which acts both as a medium and catalyst under conventional heating and ultrasonic irradiation. The reactions were complete in short reaction times with excellent yield of products. Surfactant-based PEG-OSO3H could be recycled and reused several times without any significant loss of activity. The compounds exhibit fluorescence in methanol with large Stokes shift.