5-phenyl-2,3-dihydroindeno[1,2-d]thiazolo[3,2-a]pyrimidin-6-(5H)-one | 1454275-21-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 5-phenyl-2,3-dihydroindeno[1,2-d]thiazolo[3,2-a]pyrimidin-6-(5H)-one
• 英文别名: 5-phenyl-2,3-dihydroindeno[1,2-d]thiazolo[3,2-a]pyrimidin-6(5H)-one；10-phenyl-14-thia-11,16-diazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(9),2,4,6,15-pentaen-8-one
• CAS: 1454275-21-8
• 化学式: C₁₉H₁₄N₂OS
• 分子量: 318.399
• InChiKey: CMAUTTHTSJFQKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  58
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3-茚满二酮 在 溶剂黄146 作用下， 以 neat (no solvent) 为溶剂， 反应 16.0h， 生成 5-phenyl-2,3-dihydroindeno[1,2-d]thiazolo[3,2-a]pyrimidin-6-(5H)-one
  参考文献：
  名称：

  Synthesis, spectroscopic characterization and DFT studies on the novel indeno-thiazolopyrimidine heterocyclic system

  摘要：

  4-Phenyl-2-thioxo-3,4-dihydro-1H-indeno[1,2-d]pyrimidin-5(2H)-one 2, obtained by stirring a mixture of indane-1,3-dione, benzaldehyde and thiourea in acetic acid at room temperature for 12h, on reaction with chloroacetic acid and 1,2-dibromoethane furnish compounds 3 (or 6) and 4 (or 7), respectively. The regiochemistry of the cyclized products and their structure is established by an elemental analysis, H-1 NMR, C-13 NMR, IR and mass spectral data. Density functional theory calculations have been carried out for compounds 3 and 4 and their isomers 6 and 7 with Jaguar version 6.5112 using the B3LYP density functional method and LACVP* basis set. H-1 and C-13 NMR of compounds 3, 4, 6 and 7 have been calculated. 2-Arylidene derivatives of 3 were obtained by two routes and their structure was established by spectral data.

  DOI：

  10.1080/17415993.2013.801477