10-Dioxy-5-(N-p-toluenesulfonyl)iminothianthrene | 321331-64-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻喃类
• 英文名称: 10-Dioxy-5-(N-p-toluenesulfonyl)iminothianthrene
• 英文别名: 5-(N-p-tosyl)iminothianthrene 10,10-dioxide
• CAS: 321331-64-0
• 化学式: C₁₉H₁₅NO₄S₃
• 分子量: 417.53
• InChiKey: VOKUKPKCKBITPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  80.64
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  10-Dioxy-5-(N-p-toluenesulfonyl)iminothianthrene 在 二苯硫醚 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以88%的产率得到thianthrene 5,5-dioxide
  参考文献：
  名称：

  Photo SN-bond cleavage and related reactions of thianthrene sulfilimine derivatives

  摘要：

  Several 1- and 2-substituted thianthrene sulfilimine derivatives were prepared and the selectivity toward oxidation and N-tosylimination under several conditions was studied. In the photolysis of trans-5-(N-p-tosyl) iminothianthrene 10-oxide (trans-10), photo isomerization to cis-10 was observed. Further, photoimino-transferreaction of sulfilimines and their 10-mono- and -dioxide derivatives to sulfides was intensively studied to make clear the ability as nitrene precursors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.05.004
• 作为产物：
  描述：

  chloroamine-T 在 水 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 3.5h， 生成 10-Dioxy-5-(N-p-toluenesulfonyl)iminothianthrene
  参考文献：
  名称：

  Syntheses and Structural Analysis of 10-Monoxy- and -Dioxy-5-N-Substituted Iminothianthrene Derivatives and the Stereochemical Change on their Sulfur Atom under Acidic and Thermal Conditions

  摘要：

  5-(N-p-Tolulnesulfonyl)iminothianthrenes, whose sulfur atoms are oxidized to a sulfoxide or sulfone at the 10-position. were hydrolysed readily in high yield to N-unsubstituted-suifilimines by using concentrated H2SO4. During hydrolysis, 10-monoxy-5-N-unsubstituted-sulfilimines were obtained as a separable mixture of the cis and trims isomers. The stereochemical interconversion of these compounds was studied under both hydrolytic and thermal conditions and their structures were elucidated by using X-ray crystallography.

  DOI：

  10.1002/1521-3765(20001103)6:21<3976::aid-chem3976>3.0.co;2-5