1(3H)-(4-bromophenylimino)-3-methyl-3-phenylbenzo[c]thiophene | 1087268-47-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1(3H)-(4-bromophenylimino)-3-methyl-3-phenylbenzo[c]thiophene
• 英文别名: N-(4-bromophenyl)-3-methyl-3-phenyl-2-benzothiophen-1-imine
• CAS: 1087268-47-0
• 化学式: C₂₁H₁₆BrNS
• 分子量: 394.335
• InChiKey: DLDHWDJEXHYVFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  37.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1(3H)-(4-bromophenylimino)-3-methyl-3-phenylbenzo[c]thiophene 在 盐酸 、 水 作用下， 以 乙二醇二甲醚 为溶剂， 反应 1.5h， 以92%的产率得到3-methyl-3-phenylbenzo[c]thiophene-1(3H)-one
  参考文献：
  名称：

  Synthesis of 1(3H)-Iminobenzo[c]thiophene Derivatives by Hydriodic Acid-mediated Cyclization of 2-(Vinyl)thiobenzamide Derivatives

  摘要：

  Secondary 2-(vinyl)thiobenzamide derivatives, easily prepared by reacting 2-lithiostyrene derivatives with various isothiocyanates, undergo intramolecular cyclization on treatment with concentrated hydriodic acid to produce 1(3H)-iminobenzo[c]thiophene derivatives in fair-to-good yields. Some of them have been hydrolyzed under acidic conditions to afford benzo[c]thiophen-1(3H)-one derivatives in good yields.

  DOI：

  10.3987/com-08-11425
• 作为产物：
  描述：

  N-(4-bromophenyl)-2-(1-phenylethenyl)thiobenzamide 在 氢碘酸 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以75%的产率得到1(3H)-(4-bromophenylimino)-3-methyl-3-phenylbenzo[c]thiophene
  参考文献：
  名称：

  Synthesis of 1(3H)-Iminobenzo[c]thiophene Derivatives by Hydriodic Acid-mediated Cyclization of 2-(Vinyl)thiobenzamide Derivatives

  摘要：

  Secondary 2-(vinyl)thiobenzamide derivatives, easily prepared by reacting 2-lithiostyrene derivatives with various isothiocyanates, undergo intramolecular cyclization on treatment with concentrated hydriodic acid to produce 1(3H)-iminobenzo[c]thiophene derivatives in fair-to-good yields. Some of them have been hydrolyzed under acidic conditions to afford benzo[c]thiophen-1(3H)-one derivatives in good yields.

  DOI：

  10.3987/com-08-11425