12-(3-bromophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one thiosemicarbazone | 1356230-04-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 12-(3-bromophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one thiosemicarbazone
• CAS: 1356230-04-0
• 化学式: C₂₄H₂₀BrN₃OS
• 分子量: 478.412
• InChiKey: WNYICKXMMXHPDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  30.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  59.64
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  12-(3-bromophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one 、 氨基硫脲 在 溶剂黄146 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 24.0h， 以73%的产率得到12-(3-bromophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one thiosemicarbazone
  参考文献：
  名称：

  NMR spectral and structural studies on some xanthenones and their thiosemicarbazone derivatives: Crystal and molecular structure of 12-(2-chlorophenyl)-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one

  摘要：

  A series of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-ones [1a-9a] were prepared employing a three component one-pot reaction of aryl aldehyde, 2-naphthol and 1,3-cyclohexanedione using BF3 center dot OEt2 as catalyst. Thiosemicarbazone derivatives [1b-5b] were also prepared in the presence of acid catalyst. All the synthesized compounds have been characterized by IR and NMR. The structure of 5b was confirmed by HSQC spectral analysis. Single crystal X-ray structural analysis of 12-(2-chloropheny1)8,9,10,12-tetrahydrobenzo[a]xanthen-11-one evidences the envelope and flattened-boat conformations of cyclohexenone and pyran rings respectively. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.11.003