1-methyl-3'-phenyl-1'H-spiro[indole-3,2'-quinazoline]-2,4'(1H,3'H)-dione | 1190239-82-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-methyl-3'-phenyl-1'H-spiro[indole-3,2'-quinazoline]-2,4'(1H,3'H)-dione
• 英文别名: 1'-methyl-3-phenylspiro[1H-quinazoline-2,3'-indole]-2',4-dione
• CAS: 1190239-82-7
• 化学式: C₂₂H₁₇N₃O₂
• 分子量: 355.396
• InChiKey: LERVWEZAHXDZIH-UHFFFAOYSA-N

物化性质

• 熔点：
  238-240 °C(Solv: ethanol (64-17-5))
• 沸点：
  664.5±55.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-甲基靛红 、 靛红酸酐 、 苯胺 在 1-甲基咪唑硫酸盐 作用下， 反应 0.5h， 以91%的产率得到1-methyl-3'-phenyl-1'H-spiro[indole-3,2'-quinazoline]-2,4'(1H,3'H)-dione
  参考文献：
  名称：

  1-甲基咪唑硫酸氢盐作为可重复使用的催化剂合成螺[吲哚啉-3'，2-喹唑啉] 2'，4（3H）-二酮的环保方法

  摘要：

  从邻苯二甲酸酐，芳香胺和靛蓝衍生物合成3-芳基-1 H-螺[吲哚啉-3'，2-喹-偶氮啉] 2'，4（3 H）-二酮的简便环保的方法。报道了布朗斯台德酸性离子液体硫酸1-甲基咪唑鎓。重用离子液体的能力，高收率，较短的反应时间和易于纯化是该方法的重要特征。

  DOI：

  10.1002/jccs.201300147

文献信息

• An Environmental Friendly Approach for the Synthesis of Spiro[indoline-3′,2-quinazoline]2′,4(3<i>H</i>)-dione Using 1-Methylimidazolium Hydrogen Sulfate, as Reusable Catalyst
  作者：Hassan Kefayati、Masoumeh Vazifeh、Reyhaneh Kazemi-Rad

  DOI：10.1002/jccs.201300147

  日期：2013.7.22

  A facile and environmentally benign procedure for the synthesis of 3‐aryl‐1H‐spiro[indoline‐3′,2‐quin‐azoline]2′,4(3H)‐dione from isatoic anhydride, aromatic amines and isatin derivatives in Brønsted acidic ionic liquid, 1‐methylimidazolium hydrogen sulfate, was reported. The ability to reuse the ionic liquid, the high yield, short reaction time and ease of purification are the important features of

  从邻苯二甲酸酐，芳香胺和靛蓝衍生物合成3-芳基-1 H-螺[吲哚啉-3'，2-喹-偶氮啉] 2'，4（3 H）-二酮的简便环保的方法。报道了布朗斯台德酸性离子液体硫酸1-甲基咪唑鎓。重用离子液体的能力，高收率，较短的反应时间和易于纯化是该方法的重要特征。
• Ethylenediamine diacetate-catalyzed three-component reaction for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones and their spirooxindole derivatives
  作者：Manchala Narasimhulu、Yong Rok Lee

  DOI：10.1016/j.tet.2011.08.018

  日期：2011.12

  Ethylenediamine diacetate (EDDA)-catalyzed one-pot syntheses of biologically interesting 2,3-dihydroquinazolin-4(1H)-ones and their spirooxindole derivatives from isatoic anhydride, amines, and benzaldehydes or isatins via a three-component condensation in aqueous media have been described. This method is of great value because of high yields and ease of handling. (C) 2011 Elsevier Ltd. All rights reserved.
• Design, synthesis and docking studies of some spiro-oxindole dihydroquinazolinones as antibacterial agents
  作者：Jin Zhang、Jiawen Zhao、Liangpeng Wang、Jia Liu、Decheng Ren、Yangmin Ma

  DOI：10.1016/j.tet.2015.12.055

  日期：2016.2

  Two series of spiro-oxindole dihydroquinazolinone derivatives have been designed and synthesized using a catalytic amount of nano cerium oxide with excellent product yields by a convenient one-pot process. The synthesized compounds were evaluated for their in vitro antibacterial activity, and compounds 1i-1p showed considerable antibacterial activities to Escherichia coli. Molecular docking of E. coli Biotin Carboxylase (EcBC) enzyme was also performed in order to predict the interactions of the synthesized compounds. (C) 2016 Published by Elsevier Ltd.