1-[5-chloro-2-(1,1-dimethylethylsulfanyl)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one | 1402911-74-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-[5-chloro-2-(1,1-dimethylethylsulfanyl)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one
• CAS: 1402911-74-3
• 化学式: C₂₁H₂₃ClO₃S
• 分子量: 390.931
• InChiKey: PMXJAVSUDZPFGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.14
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-[5-chloro-2-(1,1-dimethylethylsulfanyl)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one 在 碘 、 碳酸氢钠 作用下， 以 丙腈 为溶剂， 反应 4.0h， 以46%的产率得到6-chloro-2-(3,4-dimethoxyphenyl)-4H-thiochromen-4-one
  参考文献：
  名称：

  A Convenient Synthesis of 2-Arylthiochromen-4-ones (Thioflavones) by Iodine-Mediated Cyclization of 3-Aryl-1-[2-(1,1-dimethylethylsulfanyl)phenyl]prop-2-en-1-ones

  摘要：

  A convenient two-step synthesis of 2-arylthiochromen-4-ones (thioflavones) beginning with 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones is described. Thus, 3-aryl-1-[2-(1,1-dimethylethylsulfanyl)phenyl]prop-2-en-1-ones were prepared by the condensation of 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones with aromatic aldehyde in the presence of sodium hydroxide, and were treated with iodine in refluxing N-methylpyrrolidin-2-one (NMP) or propanenitrile to afford the desired products in moderate to fair yields.

  DOI：

  10.3987/com-12-12508
• 作为产物：
  描述：

  2,5-二氯苯乙酮 在 sodium hydride 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 21.0h， 生成 1-[5-chloro-2-(1,1-dimethylethylsulfanyl)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  A Convenient Synthesis of 2-Arylthiochromen-4-ones (Thioflavones) by Iodine-Mediated Cyclization of 3-Aryl-1-[2-(1,1-dimethylethylsulfanyl)phenyl]prop-2-en-1-ones

  摘要：

  A convenient two-step synthesis of 2-arylthiochromen-4-ones (thioflavones) beginning with 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones is described. Thus, 3-aryl-1-[2-(1,1-dimethylethylsulfanyl)phenyl]prop-2-en-1-ones were prepared by the condensation of 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones with aromatic aldehyde in the presence of sodium hydroxide, and were treated with iodine in refluxing N-methylpyrrolidin-2-one (NMP) or propanenitrile to afford the desired products in moderate to fair yields.

  DOI：

  10.3987/com-12-12508