1'-ethyl-8,8-dimethyl-7,9-dihydrospiro{chromeno[2,3-d]pyrimidin-5,3'-indoline}-2,2',4,6(1H,3H)tetraone | 1132760-04-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃嘧啶类
• 英文名称: 1'-ethyl-8,8-dimethyl-7,9-dihydrospiro{chromeno[2,3-d]pyrimidin-5,3'-indoline}-2,2',4,6(1H,3H)tetraone
• 英文别名: 1'-ethyl-8,8-dimethyl-8,9-dihydrospiro[chromeno-[2,3-d]pyrimidine-5,3'-indoline]-2,2',4,6(1H,3H,7H)-tetraone；1'-ethyl-8,8-dimethylspiro[7,9-dihydro-1H-chromeno[2,3-d]pyrimidine-5,3'-indole]-2,2',4,6-tetrone
• CAS: 1132760-04-3
• 化学式: C₂₂H₂₁N₃O₅
• 分子量: 407.426
• InChiKey: FIBJFJYCHITVBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  巴比妥酸 、 1-乙基-1H-吲哚-2,3-二酮 、 5,5-二甲基-1,3-环己二酮 在 C₇H₁₂F₆N₂P 作用下， 反应 0.25h， 以92%的产率得到1'-ethyl-8,8-dimethyl-7,9-dihydrospiro{chromeno[2,3-d]pyrimidin-5,3'-indoline}-2,2',4,6(1H,3H)tetraone
  参考文献：
  名称：

  明矾（KAl（SO4）2·12H2O）催化的多组分转化：在离子液体介质中合成功能化螺[chromeno [2,3-d]嘧啶-5,3'-二氢吲哚]-四酮的简单，高效和绿色路线

  摘要：

  发现在明矾（KAl（SO 4）2 ·12H 2 O）作为催化剂存在下15分钟将Isatin，巴比妥酸和环己烷-1,3-二酮衍生物组合使用是一种合适且有效的方法螺[ chromeno [2,3 - d ]嘧啶-5,3'-二氢吲哚]-四酮的合成。

  DOI：

  10.1002/cjoc.201280014

文献信息

• One-pot three-component synthesis of functionalized spirooxindoles in gluconic acid aqueous solution
  作者：Rui-Yun Guo、Ping Wang、Guo-Dong Wang、Li-Ping Mo、Zhan-Hui Zhang

  DOI：10.1016/j.tet.2012.12.081

  日期：2013.2

  A general, efficient, and green method for one-pot synthesis of functionalized spirooxindoles through three-component condensation reaction of isatins, cyclohexane-1,3-diones, and barbituric acids is described employing gluconic acid aqueous solution (GAAS) as a novel reaction medium and catalyst. The reaction medium could be recycled and reused several times without significant loss of its efficiency

  描述了一种利用葡糖酸水溶液（GAAS）通过靛红，环己烷-1,3-二酮和巴比妥酸的三组分缩合反应一锅合成官能化螺硫辛醇的通用，有效且绿色的方法。介质和催化剂。反应介质可以循环使用多次，而不会显着降低其效率。
• One-Pot, Three-Component Synthesis of a Library of Spirooxindole-Pyrimidines Catalyzed by Magnetic Nanoparticle Supported Dodecyl Benzenesulfonic Acid in Aqueous Media
  作者：Jia Deng、Li-Ping Mo、Fei-Yang Zhao、Zhan-Hui Zhang、Shou-Xin Liu

  DOI：10.1021/co3000264

  日期：2012.5.14

  Dodecyl benzenesulfonic acid functionalized silica-coated magnetic nanoparticles (gamma-Fe2O3@SiO2-DDBSA) were readily prepared and identified as an efficient catalyst for the synthesis of a library of spirooxindole-pyrimidine derivatives by three-component condensation reaction of barbituric acids, isatins and cyclohexane-1,3-diones. The aqueous reaction medium, easy recovery of the catalyst using an external magnet, and high yields make the protocol sustainable and economic.
• Alum (KAl(SO4)2·12H2O) Catalyzed Multicomponent Transformation: Simple, Efficient, and Green Route to Synthesis of Functionalized Spiro[chromeno[2,3-d]pyrimidine-5,3′-indoline]-tetraones in Ionic Liquid Media
  作者：Mojtaba Mirhosseini Moghaddam、Ayoob Bazgir、Akhondi Mohammad Mehdi、Ramin Ghahremanzadeh

  DOI：10.1002/cjoc.201280014

  日期：2012.3

  The combination of isatin, barbituric acid, and cyclohexane‐1,3‐dione derivatives in the presence of alum (KAl(SO4)2·12H2O) as a catalyst for 15 min was found to be a suitable and efficient method for the synthesis of spiro[chromeno[2,3‐d]pyrimidine‐5,3′‐indoline]‐tetraones.

  发现在明矾（KAl（SO 4）2 ·12H 2 O）作为催化剂存在下15分钟将Isatin，巴比妥酸和环己烷-1,3-二酮衍生物组合使用是一种合适且有效的方法螺[ chromeno [2,3 - d ]嘧啶-5,3'-二氢吲哚]-四酮的合成。