3-benzoyl-1-phenyl-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one | 1177417-32-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-benzoyl-1-phenyl-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one
• 英文别名: 3-Benzoyl-1-phenyl-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one；14-benzoyl-12-phenyl-8-thia-10,12,13,15-tetrazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(9),2(7),10,13-tetraen-16-one
• CAS: 1177417-32-1
• 化学式: C₂₄H₁₈N₄O₂S
• 分子量: 426.499
• InChiKey: SITPJWDYMVPVTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  93.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-bromo-2-phenylglyoxal 1-phenyhydrazone 、 2-疏基-5,6,7,8-四氢-3H-苯并[4,5]噻吩并[2,3-d]嘧啶-4-酮 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 生成 3-benzoyl-1-phenyl-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one
  参考文献：
  名称：

  A facile one-pot synthesis of 6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-ones

  摘要：

  The reaction of 2-mercapto-6,7,8,9-tetrahydro3H-benzo[4,5]thieno[2,3- d] pyrimidin-4-one or its 2-methylthio derivative with hydrazonoyl halides, in the presence of triethylamine, yielded 6,7,8,9-tetrahydrobenzo[4,5] thieno [2,3- d]-1,2,4-triazolo[4,5-a] pyrimidin-5-ones. The structure of the latter compounds was further confirmed by reaction of 2-mercapto-6,7,8,9-tetrahydro-3H- benzo[4,5] thieno[2,3- d] pyrimidin-4-one with the appropriate active chloromethylenes followed by coupling of the products with benzenediazonium chloride to afford the non-isolable azocoupling products which converted, in situ, to 6,7,8, 9-tetrahydrobenzo[4,5] thieno[2,3- d]-1,2,4-triazolo[4,5- a] pyrimidin- 5- ones. The reaction mechanism was proposed and the products were screened for their biological activity. Some of the newly synthesized compounds had a moderate effect against some bacterial and fungal species.

  DOI：

  10.1007/s00706-008-0060-z

文献信息

• A facile one-pot synthesis of 6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-ones
  作者：Sobhi M. Gomha

  DOI：10.1007/s00706-008-0060-z

  日期：2009.2

  The reaction of 2-mercapto-6,7,8,9-tetrahydro3H-benzo[4,5]thieno[2,3- d] pyrimidin-4-one or its 2-methylthio derivative with hydrazonoyl halides, in the presence of triethylamine, yielded 6,7,8,9-tetrahydrobenzo[4,5] thieno [2,3- d]-1,2,4-triazolo[4,5-a] pyrimidin-5-ones. The structure of the latter compounds was further confirmed by reaction of 2-mercapto-6,7,8,9-tetrahydro-3H- benzo[4,5] thieno[2,3- d] pyrimidin-4-one with the appropriate active chloromethylenes followed by coupling of the products with benzenediazonium chloride to afford the non-isolable azocoupling products which converted, in situ, to 6,7,8, 9-tetrahydrobenzo[4,5] thieno[2,3- d]-1,2,4-triazolo[4,5- a] pyrimidin- 5- ones. The reaction mechanism was proposed and the products were screened for their biological activity. Some of the newly synthesized compounds had a moderate effect against some bacterial and fungal species.