3-Thia-1,5-diaza-7,8-benzobicyclo<4.3.0>nona-2,4-dione | 153943-40-9

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 3-Thia-1,5-diaza-7,8-benzobicyclo<4.3.0>nona-2,4-dione
• 英文别名: 5,10-Dihydro[1,3,4]thiadiazolo[3,4-b]phthalazine-1,3-dione；5,10-dihydro-[1,3,4]thiadiazolo[3,4-b]phthalazine-1,3-dione
• CAS: 153943-40-9
• 化学式: C₁₀H₈N₂O₂S
• 分子量: 220.252
• InChiKey: VFDCYKGWLAGCFE-UHFFFAOYSA-N

物化性质

• 沸点：
  362.0±52.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  65.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Thia-1,5-diaza-7,8-benzobicyclo<4.3.0>nona-2,4-dione 以 氘代四氢呋喃 为溶剂， 反应 0.17h， 生成 1,4-二氢酞嗪
  参考文献：
  名称：

  1-Thia-3,4-diazolidine-2,5-dione functionality: a photochemical synthon for the azo group

  摘要：

  The 1-thia-3,4-diazolidine-2,5-dione functional group was shown to yield azo compounds upon photolysis. This photoreaction when combined with the known ability of this group to react in a Diels-Alder fashion or as a dinucelophile toward alkylating agents greatly increases the utility of this functionality. The dual reactivity of this group was demonstrated in the synthesis of a number of 3,4-dialkyl-1-thia-3,4-diazolidine-2,5-diones. The photolysis of these compounds produced either thermally stable cyclic azo compounds or the decomposition products of thermally unstable azo compounds.

  DOI：

  10.1021/jo00092a013
• 作为产物：
  描述：

  1,2-二(溴甲基)苯 、 1-Thia-3,4-diazolidine-2,5-dione dipotassium salt 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 以67%的产率得到3-Thia-1,5-diaza-7,8-benzobicyclo<4.3.0>nona-2,4-dione
  参考文献：
  名称：

  1-Thia-3,4-diazolidine-2,5-dione functionality: a photochemical synthon for the azo group

  摘要：

  The 1-thia-3,4-diazolidine-2,5-dione functional group was shown to yield azo compounds upon photolysis. This photoreaction when combined with the known ability of this group to react in a Diels-Alder fashion or as a dinucelophile toward alkylating agents greatly increases the utility of this functionality. The dual reactivity of this group was demonstrated in the synthesis of a number of 3,4-dialkyl-1-thia-3,4-diazolidine-2,5-diones. The photolysis of these compounds produced either thermally stable cyclic azo compounds or the decomposition products of thermally unstable azo compounds.

  DOI：

  10.1021/jo00092a013

文献信息

• Squiliacote Michael, De Felippis James, J. Org. Chem, 59 (1994) N 13, S 3564-3571
  作者：Squiliacote Michael, De Felippis James

  DOI：——

  日期：——
• 1-Thia-3,4-diazolidine-2,5-dione functionality: a photochemical synthon for the azo group
  作者：Michael Squillacote、James De Felippis

  DOI：10.1021/jo00092a013

  日期：1994.7

  The 1-thia-3,4-diazolidine-2,5-dione functional group was shown to yield azo compounds upon photolysis. This photoreaction when combined with the known ability of this group to react in a Diels-Alder fashion or as a dinucelophile toward alkylating agents greatly increases the utility of this functionality. The dual reactivity of this group was demonstrated in the synthesis of a number of 3,4-dialkyl-1-thia-3,4-diazolidine-2,5-diones. The photolysis of these compounds produced either thermally stable cyclic azo compounds or the decomposition products of thermally unstable azo compounds.