2,5-bis(1,3-benzodithiol-2-yl)-3,4-dimethylpyrrole | 153850-71-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,5-bis(1,3-benzodithiol-2-yl)-3,4-dimethylpyrrole
• 英文别名: 2,5-bis(1,3-benzodithiol-2-yl)-3,4-dimethyl-1H-pyrrole
• CAS: 153850-71-6
• 化学式: C₂₀H₁₇NS₄
• 分子量: 399.626
• InChiKey: NJBCPLJXNDIHEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-bis(1,3-benzodithiol-2-yl)-3,4-dimethylpyrrole 在 tetrafluoroboric acid 、 mercury(II) oxide 作用下， 以 二甲基亚砜 为溶剂， 以70%的产率得到3,4-二甲基-1H-吡咯-2,5-二甲醛
  参考文献：
  名称：

  A convenient general method for the synthesis of pyrrole-2,5-dicarbaldehydes

  摘要：

  A new general method for the synthesis of pyrrole-2,5-dicarbaldehyde and its 3-mono- and 3,4-disubstituted derivatives is reported. It involves the intermediate formation of the corresponding 2,5-bis(1,3-benzodithiol-2-yl)pyrroles followed by hydrolysis with HgO-35% aq. HBF4-DMSO. Pyrrole-2,5-dicarbaldehyde was obtained in overall yields of 43-65%, whilst that of the derivatives was 32-90%. Moreover the methylation of the corresponding dithiolic intermediate with further hydrolysis resulted in the formation of 1-methylpyrrole-2,5-dicarbaldehyde in 90% overall yield.

  DOI：

  10.1039/p19930002939
• 作为产物：
  描述：

  3,4-二甲基吡咯 、 2-(3-methylbutoxy)-1,3-benzodithiole 在 溶剂黄146 作用下， 反应 5.0h， 以100%的产率得到2,5-bis(1,3-benzodithiol-2-yl)-3,4-dimethylpyrrole
  参考文献：
  名称：

  A convenient general method for the synthesis of pyrrole-2,5-dicarbaldehydes

  摘要：

  A new general method for the synthesis of pyrrole-2,5-dicarbaldehyde and its 3-mono- and 3,4-disubstituted derivatives is reported. It involves the intermediate formation of the corresponding 2,5-bis(1,3-benzodithiol-2-yl)pyrroles followed by hydrolysis with HgO-35% aq. HBF4-DMSO. Pyrrole-2,5-dicarbaldehyde was obtained in overall yields of 43-65%, whilst that of the derivatives was 32-90%. Moreover the methylation of the corresponding dithiolic intermediate with further hydrolysis resulted in the formation of 1-methylpyrrole-2,5-dicarbaldehyde in 90% overall yield.

  DOI：

  10.1039/p19930002939