5,6,7,8-tetrahydrospiro[isoquinoline 5,3-piperidine]-8,2',6'-trione | 263272-77-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 5,6,7,8-tetrahydrospiro[isoquinoline 5,3-piperidine]-8,2',6'-trione
• 英文别名: Spiro[6,7-dihydroisoquinoline-5,3'-piperidine]-2',6',8-trione
• CAS: 263272-77-1
• 化学式: C₁₃H₁₂N₂O₃
• 分子量: 244.25
• InChiKey: UKRPFTWSJQPOER-UHFFFAOYSA-N

物化性质

• 沸点：
  545.5±50.0 °C(predicted)
• 密度：
  1.39±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,6,7,8-tetrahydrospiro[isoquinoline 5,3-piperidine]-8,2',6'-trione 在 TEA 作用下， 以 乙醇 为溶剂， 反应 2.33h， 生成 8-(4,6-Diamino-2-sulfanylidenepyrimidin-5-ylidene)spiro[6,7-dihydroisoquinoline-5,3'-piperidine]-2',6'-dione
  参考文献：
  名称：

  Utility of Activated Nitriles in the Synthesis of Isoquinoline Derivatives

  摘要：

  gamma-Cyano-gamma-(4-pyridyl) pimelonitrile ( 2 ) has been prepared by cyanoethylation of 4-pyridyl-acetonitrile ( 1 ). Hydrolysis of ( 2 ) using dil. HCl afford gamma- amido-gamma-(4-pyridyl) pimelic acid ( 3 ) which cyclized to the corresponding 3-(4-pyridyl)-2,6-piperidindione-3-propionic acid ( 4 ) by continuos heating in hydrochloric acid solution. Ring closure of ( 4 ) takes place in the presence of cone. sulphuric acid to give spiroisoquinoline derivative ( 5 ). Spiroisoquinoline derivatives ( 8 ) - ( 11 ) have been also prepared. Structure of all the products have been established by elemental and spectral analyses.

  DOI：

  10.1080/00397910008087327
• 作为产物：
  描述：

  γ-cyano-γ-(4-pyridyl)pimelonitrile 在 盐酸 、 硫酸 作用下， 反应 18.0h， 生成 5,6,7,8-tetrahydrospiro[isoquinoline 5,3-piperidine]-8,2',6'-trione
  参考文献：
  名称：

  Utility of Activated Nitriles in the Synthesis of Isoquinoline Derivatives

  摘要：

  gamma-Cyano-gamma-(4-pyridyl) pimelonitrile ( 2 ) has been prepared by cyanoethylation of 4-pyridyl-acetonitrile ( 1 ). Hydrolysis of ( 2 ) using dil. HCl afford gamma- amido-gamma-(4-pyridyl) pimelic acid ( 3 ) which cyclized to the corresponding 3-(4-pyridyl)-2,6-piperidindione-3-propionic acid ( 4 ) by continuos heating in hydrochloric acid solution. Ring closure of ( 4 ) takes place in the presence of cone. sulphuric acid to give spiroisoquinoline derivative ( 5 ). Spiroisoquinoline derivatives ( 8 ) - ( 11 ) have been also prepared. Structure of all the products have been established by elemental and spectral analyses.

  DOI：

  10.1080/00397910008087327