2,5-bis(1,3-benzodithiol-2-yl)-3-benzoylpyrrole | 153850-66-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-bis(1,3-benzodithiol-2-yl)-3-benzoylpyrrole
• 英文别名: [2,5-bis(1,3-benzodithiol-2-yl)-1H-pyrrol-3-yl]-phenylmethanone
• CAS: 153850-66-9
• 化学式: C₂₅H₁₇NOS₄
• 分子量: 475.68
• InChiKey: CPRWMNUEAQAOPE-UHFFFAOYSA-N

物化性质

• 沸点：
  707.9±60.0 °C(predicted)
• 密度：
  1.439±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  134
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,5-bis(1,3-benzodithiol-2-yl)-3-benzoylpyrrole 在 tetrafluoroboric acid 、 mercury(II) oxide 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以86%的产率得到3-benzoylpyrrole-2,5-dicarbaldehyde
  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：

  2-(3-methylbutoxy)-1,3-benzodithiole 、 3-苯甲酰吡咯 在 溶剂黄146 作用下， 反应 2.5h， 以97%的产率得到2,5-bis(1,3-benzodithiol-2-yl)-3-benzoylpyrrole
  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

文献信息

• A convenient general method for the synthesis of pyrrole-2,5-dicarbaldehydes
  作者：Silvano Cadamuro、Iacopo Degani、Rita Fochi、Antonella Gatti、Laura Piscopo

  DOI：10.1039/p19930002939

  日期：——

  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.