1-p-chlorophenyl-6-tosyl-1,3-diazadihydroazulanone | 262296-54-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-p-chlorophenyl-6-tosyl-1,3-diazadihydroazulanone
• 英文别名: 3-(4-Chlorophenyl)-6-(4-methylphenyl)sulfonyl-1,6-dihydrocyclohepta[d]imidazol-2-one
• CAS: 262296-54-8
• 化学式: C₂₁H₁₇ClN₂O₃S
• 分子量: 412.897
• InChiKey: ADKKEONLTFWLMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-p-chlorophenyl-6-tosyl-1,3-diazadihydroazulanone 以 乙腈 为溶剂， 反应 3.0h， 以32%的产率得到N-(p-chlorophenyl)-1,3-diazaazulene
  参考文献：
  名称：

  Photoreactions of 3-Tosyl- and 6-Tosyl-dihydro-1,3-diazaazulanones to Form 1,3-Diazaazulanones and Ionic Pairs between p-Toluenesulfonate Anion and 1,3-Diazadihydroazulanone Cations

  摘要：

  A solvent effect was found on the photoreactions of 1-aryl-3-tosyldihydro-1,3-diazaazulanones with a low pressure mercury lamp. Thus, ion pairs between p-toluenesulfonate anion and the corresponding 1-aryl-1,3-diazadihydroazulanone cations were afforded by the reactions in THF. On the other hand, the corresponding 1-aryl-1,3-diazaazulanones were formed by the reactions in the other solvents. The analogous photoreactions with 1-aryl-6-tosyldihydro-1,3-diazaazulanones afforded the corresponding 1-aryl-1,3-diazaazulanones.

  DOI：

  10.3987/com-01-9341
• 作为产物：
  描述：

  1-p-chlorophenyl-3-tosyldihydro-1,3-diazaazulanone 在 四丁基高氯酸铵 作用下， 以 乙腈 为溶剂， 以59%的产率得到1-p-chlorophenyl-6-tosyl-1,3-diazadihydroazulanone
  参考文献：
  名称：

  Electrochemistry of 1,3-Diazadihydroazulanone: Electrochemical Reduction and Oxidation of 1-Tosyl-3-aryl-1,3-diazadihydroazulanone Leading to Migration and Elimination of the Tosyl Group

  摘要：

  Electrochemical oxidations of 1-tosyl-3-aryl-1,3-diazadihydroazulanones gave 6-tosyl-3-aryl-1,3-diazadihydroazulanones via migrations of the tosyl group. On the other hand, electrochemical reductions of the 1-tosylazulanones afforded 3-aryl-1,3-diazadihydroazulanones through eliminations of the tosyl group.

  DOI：

  10.3987/com-99-8749

文献信息

• Electrochemical Oxidations of 1,3-Dihydro-1,3-diazaazulanones and Effects of Reaction Temperature
  作者：Katsuhiro Saito、Yosuke Ueda、Ayako Kawamura、Akiyoshi Kajita、Hiroyuki Ishiguro、Takayasu Ido、Katsuhiko Ono、Yasutaka Awadu

  DOI：10.3987/com-02-s(m)19

  日期：——

  Electrochemical oxidations of 1-tosyl-3-aryl-1,3-dihydro-1,3-diazaazulanones at 0 degreesC afforded 3-aryl-6-tosyl-1,3-dihydro-1,3-diazaazulanones via migrations of the tosyl group. However, the same type of electrochemical oxidations at an elevated temperature (25 C) gave another type of product, i.e., double bond isomers, 1-tosyl-3-aryl-1,3-dihydro-1,3-diazaazulanones via 1,5-hydrogen migration, together with 3-aryl-6-tosyl-1,3-dihydro-1,3-diazaazulanones.