1-ethyl-1'H-spiro[indoline-3,2'-quinazoline]-2,4'-(3'H)-dione | 895834-60-3

• 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-ethyl-1'H-spiro[indoline-3,2'-quinazoline]-2,4'-(3'H)-dione
• 英文别名: 1-ethyl-1'H-spiro[indole-3,2'-quinazoline]-2,4'(1H,3'H)-dione；1'-ethylspiro[1,3-dihydroquinazoline-2,3'-indole]-2',4-dione
• CAS: 895834-60-3
• 化学式: C₁₇H₁₅N₃O₂
• 分子量: 293.325
• InChiKey: SFDWNVXUEIVBDB-UHFFFAOYSA-N

物化性质

• 沸点：
  688.9±55.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  61.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  靛红 在 四丁基溴化铵 、 potassium carbonate 、 对甲苯磺酸 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 12.0h， 生成 1-ethyl-1'H-spiro[indoline-3,2'-quinazoline]-2,4'-(3'H)-dione
  参考文献：
  名称：

  Novel spiroindoline quinazolinedione derivatives as anticancer agents and potential FLT3 kinase inhibitors

  摘要：

  DOI：

  10.1016/j.bmc.2023.117367

文献信息

• A Greener Protocol for Accessing 2,3-Dihydro/spiroquinazolin-4(1H)-ones: Natural Acid-SDS Catalyzed Three-Component Reaction
  作者：Prem Chauhan、Rashmi Sharma、Anand Pandey

  DOI：10.1055/s-0032-1317014

  日期：——

  A novel green and energy-efficient synthesis of 2,3-dihydro/spiroquinazolin-4(1H)-ones via three-component cyclo-condensation reaction involving isatoic anhydride, amines and aldehydes/ketones utilizing recyclable tartaric acid-SDS catalyst system has been achieved. With simple requirements of mechanical stirring or mechanochemical activation at room temperature and one of the shortest reported times as of yet, it is a significant improvement on previously described methods for the synthesis of such compounds. Moreover the catalyst system can also be efficiently applied in large-scale reactions which indicates the potential for applications in industry.