8-(4,6-Diamino-2-sulfanylidenepyrimidin-5-ylidene)spiro[6,7-dihydroisoquinoline-5,3'-piperidine]-2',6'-dione | 263272-83-9

• 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: 8-(4,6-Diamino-2-sulfanylidenepyrimidin-5-ylidene)spiro[6,7-dihydroisoquinoline-5,3'-piperidine]-2',6'-dione
• CAS: 263272-83-9
• 化学式: C₁₇H₁₆N₆O₂S
• 分子量: 368.419
• InChiKey: MEQHTIGYXATVQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  168
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-(4,6-Diamino-2-sulfanylidenepyrimidin-5-ylidene)spiro[6,7-dihydroisoquinoline-5,3'-piperidine]-2',6'-dione 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以60%的产率得到8-(4,6-Dioxo-2-sulfanylidene-1,3-diazinan-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 、 TEA 、 硫酸 作用下， 以 乙醇 为溶剂， 反应 20.33h， 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

文献信息

• Utility of Activated Nitriles in the Synthesis of Isoquinoline Derivatives
  作者：A. A. Fadda、Hala M. Refat

  DOI：10.1080/00397910008087327

  日期：2000.1

  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.