2-Thioxo-1,5,6,8-tetrahydro-2H-thiopyrano<4',3':4,5>thieno<2,3-d>pyrimidin-4(3H)-one | 173281-03-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 2-Thioxo-1,5,6,8-tetrahydro-2H-thiopyrano<4',3':4,5>thieno<2,3-d>pyrimidin-4(3H)-one
• 英文别名: 5-Sulfanylidene-8,11-dithia-4,6-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7)-dien-3-one
• CAS: 173281-03-3
• 化学式: C₉H₈N₂OS₃
• 分子量: 256.373
• InChiKey: JEMMADKEIQOMLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Thioxo-1,5,6,8-tetrahydro-2H-thiopyrano<4',3':4,5>thieno<2,3-d>pyrimidin-4(3H)-one 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 5.0h， 生成 Ethyl 2-[2-(methylsulfanyl)-4-oxo-5,8-dihydro-4h-thiopyrano-[4',3':4,5]thieno[2,3-d]pyrimidin-3(6h)-yl]acetate
  参考文献：
  名称：

  Fusion Reactions of N-Heterocyclic Moieties to Thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidines

  摘要：

  通过将嘧啶基团与2-氨基-4,7-二氢-5H-噻吩[2,3-c]噻吩并[4',3':4,5]噻吩[2,3-d]嘧啶酮（B）和噻吩并[4',3':4,5]噻吩[3,2-e][1,2,4]三唑[1,5-c]嘧啶（C）的新杂环母体进行融合，合成了它们的衍生物。该合成过程是将乙酸乙酯（1）和-3-碳氰基（10）的2-氨基-4,7-二氢-5H-噻吩[2,3-c]噻吩并[4',3':4,5]噻吩酸中间体（A）进行环化反应。

  DOI：

  10.1135/cccc19960147
• 作为产物：
  描述：

  2-氨基-4,7-二氢-5H-噻吩并[2,3-c]硫代吡喃-3-羧酸乙酯 在 sodium ethanolate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 2.5h， 生成 2-Thioxo-1,5,6,8-tetrahydro-2H-thiopyrano<4',3':4,5>thieno<2,3-d>pyrimidin-4(3H)-one
  参考文献：
  名称：

  Synthesis of new fused heterocycles by annelation of thiopyrano[4?,3?:4,5]thieno[2,3-c]pyrimidines

  摘要：

  Appropriately substituted thieno[2,3-c] thiopyrans (2, 3, 5, 6, 10, 11) were converted into 1,5,6,8-tetrahydro-2H-thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidin-4(3H)-ones (4, 7, 12). These in turn were used as key intermediates for annelations of thiazolo and 1,3-thiazino moieties to yield the tetracyclic target structures 7, 8, 9, and 13, derived from two novel heterocyclic ring systems.

  DOI：

  10.1007/bf00811015

文献信息

• Synthesis of new fused heterocycles by annelation of thiopyrano[4?,3?:4,5]thieno[2,3-c]pyrimidines
  作者：E. K. Ahmed

  DOI：10.1007/bf00811015

  日期：——

  Appropriately substituted thieno[2,3-c] thiopyrans (2, 3, 5, 6, 10, 11) were converted into 1,5,6,8-tetrahydro-2H-thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidin-4(3H)-ones (4, 7, 12). These in turn were used as key intermediates for annelations of thiazolo and 1,3-thiazino moieties to yield the tetracyclic target structures 7, 8, 9, and 13, derived from two novel heterocyclic ring systems.
• Fusion Reactions of N-Heterocyclic Moieties to Thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidines
  作者：Essam K. Ahmed、Johannes Fröhlich、Fritz Sauter

  DOI：10.1135/cccc19960147

  日期：——

  Derivatives of the novel heterocyclic parent systems imidazolo[1,2-a]thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidine (B) and thiopyrano[4',3':4,5]thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine (C) have been synthesized by fusing pyrimidine moieties to 2-amino-4,7-dihydro-5H-thieno[2,3-c]thiopyran-3-carboxylic acid ethyl ester (1) and -3-carbonitrile (10), followed by cyclization reactions of the title intermediates A thus obtained.

  通过将嘧啶基团与2-氨基-4,7-二氢-5H-噻吩[2,3-c]噻吩并[4',3':4,5]噻吩[2,3-d]嘧啶酮（B）和噻吩并[4',3':4,5]噻吩[3,2-e][1,2,4]三唑[1,5-c]嘧啶（C）的新杂环母体进行融合，合成了它们的衍生物。该合成过程是将乙酸乙酯（1）和-3-碳氰基（10）的2-氨基-4,7-二氢-5H-噻吩[2,3-c]噻吩并[4',3':4,5]噻吩酸中间体（A）进行环化反应。