ethyl 6-amino-1',3-dimethyl-1-phenyl spiro[(3'H)-indol-3',4-4(H)pyrano(3,2-d)pyrazol]-(1'H)-2'-one-5-carboxylate | 138197-42-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 6-amino-1',3-dimethyl-1-phenyl spiro[(3'H)-indol-3',4-4(H)pyrano(3,2-d)pyrazol]-(1'H)-2'-one-5-carboxylate
• 英文别名: 6'-Amino-3',1-dimethyl-2-oxo-1'-phenyl-spiro<2,3-dihydro-indol-3,4'-pyrano<2,3-c>pyrazol>-5'-carbonsaeure-ethylester；ethyl 6'-amino-1,3'-dimethyl-2-oxo-1'-phenyl-1,2-dihydro-1'H-spiro[indole-3,4'-pyrano[2,3-c]pyrazole]-5'-carboxylate；ethyl 6'-amino-1,3'-dimethyl-2-oxo-1'-phenylspiro[indole-3,4'-pyrano[2,3-c]pyrazole]-5'-carboxylate
• CAS: 138197-42-9
• 化学式: C₂₄H₂₂N₄O₄
• 分子量: 430.463
• InChiKey: KHFTVYPLENXFQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  99.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl (E)-1-methyl-2-oxo-3-indolinylidenecyanoacetate 、 依达拉奉 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以26%的产率得到ethyl 6-amino-1',3-dimethyl-1-phenyl spiro[(3'H)-indol-3',4-4(H)pyrano(3,2-d)pyrazol]-(1'H)-2'-one-5-carboxylate
  参考文献：
  名称：

  Synthesen mit Nitrilen, 88. Mitt.: Spiro[indol- und Spiro[inden-pyrano[2,3-c]pyrazole]aus Cyanmethylenderivaten und Pyrazolonen

  摘要：

  The reactivity of cyanomethylene-indolones (1 a-e) and 2-(dicyanomethylene)-indan-1,3-dione (4) towards, 1,5-disubstituted 3-pyrazolones (2 a-c) was investigated. The reactions yield spiro[indene- and spiro[indole-4'- and 6'-pyrano[2,3-c]pyrazoles] (3 a-e, 5 a-c). The structures are proven by C-13-NMR-spectroscopy. The mechanisms of the reactions are discussed.

  DOI：

  10.1007/bf00811473

文献信息

• A new InCl3-catalyzed, facile and efficient method for the synthesis of spirooxindoles under conventional and solvent-free microwave conditions
  作者：Gnanamani Shanthi、Ganesan Subbulakshmi、Paramasivan T. Perumal

  DOI：10.1016/j.tet.2006.12.042

  日期：2007.2

  A simple and efficient method for the one-pot three-component synthesis of new spirooxindoles under conventional and solvent-free microwave irradiation is described.

  描述了一种简单有效的方法，用于在常规和无溶剂微波辐射下一锅三组分合成新的螺毒素。