5-[[(1,3-Dioxo-2-pyridin-2-ylisoindol-5-yl)-dimethylsilyl]oxy-dimethylsilyl]-2-pyridin-2-ylisoindole-1,3-dione | 142721-70-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 5-[[(1,3-Dioxo-2-pyridin-2-ylisoindol-5-yl)-dimethylsilyl]oxy-dimethylsilyl]-2-pyridin-2-ylisoindole-1,3-dione
• CAS: 142721-70-8
• 化学式: C₃₀H₂₆N₄O₅Si₂
• 分子量: 578.731
• InChiKey: QXFQQZZLSQRIJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-氨基丙基三乙氧基硅烷 、 5-[[(1,3-Dioxo-2-pyridin-2-ylisoindol-5-yl)-dimethylsilyl]oxy-dimethylsilyl]-2-pyridin-2-ylisoindole-1,3-dione 以 甲苯 为溶剂， 以97%的产率得到5-[[[1,3-Dioxo-2-(3-triethoxysilylpropyl)isoindol-5-yl]-dimethylsilyl]oxy-dimethylsilyl]-2-(3-triethoxysilylpropyl)isoindole-1,3-dione
  参考文献：
  名称：

  Synthesis of [(Trialkoxysilyl)propyl]imides

  摘要：

  Imidization reactions between anhydrides and (alkoxysilyl)propylamines containing alkoxysilane groups result in hydrolysis and condensation of the,alkoxysilane groups and formation of SiOSi bonds. As a result, the direct reaction of various anhydrides with (gamma-aminopropyl)trialkoxysilanes did not afford [(trialkoxysilyl)propyl]imides but instead resulted in insoluble crosslinked materials. A successful two-step synthesis of [(trialkoxysilyl)propyl] imides is reported. In the first step, an intermediate imide was prepared by reaction of an anhydride with 2-aminopyridine. Following removal of the water of imidization, addition of an (gamma-aminopropyl)trialkoxysilane resulted in a transimidization equilibrium which favored displacement of 2-aminopyridine and formation of a [(trialkoxysilyl)propyl]imide in high yield. Synthesis of a moisture-curable polyimide containing alkoxysilane endcaps is briefly described.

  DOI：

  10.1021/jo00089a029
• 作为产物：
  描述：

  2-氨基吡啶 、 1,3-Bis(3,4-dicarboxyphenyl)-1,1,3,3-tetramethyldisiloxane dianhydride 以 甲苯 为溶剂， 反应 12.0h， 以96%的产率得到5-[[(1,3-Dioxo-2-pyridin-2-ylisoindol-5-yl)-dimethylsilyl]oxy-dimethylsilyl]-2-pyridin-2-ylisoindole-1,3-dione
  参考文献：
  名称：

  Synthesis of [(Trialkoxysilyl)propyl]imides

  摘要：

  Imidization reactions between anhydrides and (alkoxysilyl)propylamines containing alkoxysilane groups result in hydrolysis and condensation of the,alkoxysilane groups and formation of SiOSi bonds. As a result, the direct reaction of various anhydrides with (gamma-aminopropyl)trialkoxysilanes did not afford [(trialkoxysilyl)propyl]imides but instead resulted in insoluble crosslinked materials. A successful two-step synthesis of [(trialkoxysilyl)propyl] imides is reported. In the first step, an intermediate imide was prepared by reaction of an anhydride with 2-aminopyridine. Following removal of the water of imidization, addition of an (gamma-aminopropyl)trialkoxysilane resulted in a transimidization equilibrium which favored displacement of 2-aminopyridine and formation of a [(trialkoxysilyl)propyl]imide in high yield. Synthesis of a moisture-curable polyimide containing alkoxysilane endcaps is briefly described.

  DOI：

  10.1021/jo00089a029

文献信息

• Wengrovius Jeffrey H., Powell Virginia M., Webb Jimmy L., J. Org. Chem, 59 (1994) N 10, S 2813-2817
  作者：Wengrovius Jeffrey H., Powell Virginia M., Webb Jimmy L.

  DOI：——

  日期：——
• Synthesis of [(Trialkoxysilyl)propyl]imides
  作者：Jeffrey H. Wengrovius、Virginia M. Powell、Jimmy L. Webb

  DOI：10.1021/jo00089a029

  日期：1994.5

  Imidization reactions between anhydrides and (alkoxysilyl)propylamines containing alkoxysilane groups result in hydrolysis and condensation of the,alkoxysilane groups and formation of SiOSi bonds. As a result, the direct reaction of various anhydrides with (gamma-aminopropyl)trialkoxysilanes did not afford [(trialkoxysilyl)propyl]imides but instead resulted in insoluble crosslinked materials. A successful two-step synthesis of [(trialkoxysilyl)propyl] imides is reported. In the first step, an intermediate imide was prepared by reaction of an anhydride with 2-aminopyridine. Following removal of the water of imidization, addition of an (gamma-aminopropyl)trialkoxysilane resulted in a transimidization equilibrium which favored displacement of 2-aminopyridine and formation of a [(trialkoxysilyl)propyl]imide in high yield. Synthesis of a moisture-curable polyimide containing alkoxysilane endcaps is briefly described.