2,3,5,6,7,8-hexahydro-2,2,6,6-tetramethyl-8-thioxothieno[2,3-b:5,4-c']dipyridin-4(1H)-one | 656825-45-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2,3,5,6,7,8-hexahydro-2,2,6,6-tetramethyl-8-thioxothieno[2,3-b:5,4-c']dipyridin-4(1H)-one
• 英文别名: 4,4,11,11-Tetramethyl-6-sulfanylidene-8-thia-5,10-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7)-dien-13-one
• CAS: 656825-45-5
• 化学式: C₁₄H₁₈N₂OS₂
• 分子量: 294.442
• InChiKey: YWPRIUMJMJNGDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3,5,6,7,8-hexahydro-2,2,6,6-tetramethyl-8-thioxothieno[2,3-b:5,4-c']dipyridin-4(1H)-one 在 氢氧化钾 、 lithium aluminium tetrahydride 、 双氧水 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 1,2,3,4,6,7-hexahydro-2,2,6,6-tetramethylthieno[2,3-b:5,4-c']dipyridin-8(5H)-one
  参考文献：
  名称：

  Synthesis of New Thieno[2,3-b:5,4-c?]dipyridines

  摘要：

  We describe the formation of thieno[2,3-b:5,4-c']dipyridines from 5,6-dihydropyridine2(1H)-thiones. The two-step reaction mechanism was revealed by isolation of an intermediate. The oxo and thioxo groups of the obtained tricyclic compounds were hydrogenated selectively. The structures of all new compounds were elucidated by NMR experiments.

  DOI：

  10.1007/s00706-003-0019-z
• 作为产物：
  描述：

  5,6-Dihydro-4-hydroxy-6,6-dimethyl-2(1H)-pyridinthion 在 2,6-二氯苯胺 作用下， 反应 1.0h， 生成 2,3,5,6,7,8-hexahydro-2,2,6,6-tetramethyl-8-thioxothieno[2,3-b:5,4-c']dipyridin-4(1H)-one
  参考文献：
  名称：

  Synthesis of New Thieno[2,3-b:5,4-c?]dipyridines

  摘要：

  We describe the formation of thieno[2,3-b:5,4-c']dipyridines from 5,6-dihydropyridine2(1H)-thiones. The two-step reaction mechanism was revealed by isolation of an intermediate. The oxo and thioxo groups of the obtained tricyclic compounds were hydrogenated selectively. The structures of all new compounds were elucidated by NMR experiments.

  DOI：

  10.1007/s00706-003-0019-z

文献信息

• Synthesis of New Thieno[2,3-b:5,4-c?]dipyridines
  作者：Robert Weis、Werner Seebacher

  DOI：10.1007/s00706-003-0019-z

  日期：2003.8.1

  We describe the formation of thieno[2,3-b:5,4-c']dipyridines from 5,6-dihydropyridine2(1H)-thiones. The two-step reaction mechanism was revealed by isolation of an intermediate. The oxo and thioxo groups of the obtained tricyclic compounds were hydrogenated selectively. The structures of all new compounds were elucidated by NMR experiments.

表征谱图