3'-amino-5-methyl-2,5',10'-trioxo-5',10'-dihydrospiro [indoline-3,1'-pyrazolo[1,2-b]phthalazine]-2'-carbonitrile | 1334175-95-9

• 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: 3'-amino-5-methyl-2,5',10'-trioxo-5',10'-dihydrospiro [indoline-3,1'-pyrazolo[1,2-b]phthalazine]-2'-carbonitrile
• CAS: 1334175-95-9
• 化学式: C₂₀H₁₃N₅O₃
• 分子量: 371.355
• InChiKey: YYNPWMRLBVXMIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.83
• 重原子数：
  28.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  122.91
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  6-甲基-1H-吲哚-2,3-二酮 、 邻苯二甲酰肼 、 丙二腈 在 nickel dichloride 作用下， 以 PEG 600 为溶剂， 反应 2.3h， 以84%的产率得到3'-amino-5-methyl-2,5',10'-trioxo-5',10'-dihydrospiro [indoline-3,1'-pyrazolo[1,2-b]phthalazine]-2'-carbonitrile
  参考文献：
  名称：

  氯化镍催化一锅三组分合成吡唑并邻苯二甲酰基螺并辛酯

  摘要：

  通过易得的靛红，丙二腈或氰基乙酸酯与邻苯二甲酰肼在聚乙二醇600中由氯化镍催化的一锅式三组分反应，已经开发出一种直接有效的方法来制备吡唑并酞菁螺并辛酯。使用简单的后处理程序即可获得出色的产量。

  DOI：

  10.1016/j.tet.2011.07.002

文献信息

• Methylene dipyridine nanoparticles stabilized on Fe3O4 as catalysts for efficient, green, and one-pot synthesis of pyrazolophthalazinyl spirooxindoles
  作者：Seyed Mohsen Sadeghzadeh、Mohammad Ali Nasseri

  DOI：10.1016/j.cattod.2013.07.018

  日期：2013.11

  Surface functionalization of magnetic particles is an elegant way to bridge the gap between heterogeneous and homogeneous catalysis. The introduction of magnetic particles (MPs) in a variety of solid matrices allows the combination of well-known procedures for catalyst heterogenization with techniques for magnetic separation. We have conveniently loaded base groups on magnetic particles supports in which dipyridin-2-ylmethanol is used as aminating agent. The main targets are room temperature, solvent-free conditions, rapid (immediately) and easy immobilization technique, and low cost precursors for the preparation of highly active and stable MPs with high densities of functional groups. The inorganic, magnetic, solid base catalyst was characterized via Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), thermal gravimetric analysis (TGA), transmission electron microscopy (TEM) and vibrating sample magnetometer (VSM). The catalyst is active for the synthesis of pyrazolophthalazinyl spirooxindoles and the products are isolated in high to excellent yields (90-93%). Supporting this base catalyst on magnetic particles offers a simple and non-energy-intensive method for recovery and reuse of the catalyst by applying an external magnet. Isolated catalysts were reused for new rounds of reactions without significant loss of their catalytic activity. (C) 2013 Elsevier B. V. All rights reserved.