3,4-bis[(4-methylphenyl)sulfanyl]-1H-pyrrole-2,5-dione

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3,4-bis[(4-methylphenyl)sulfanyl]-1H-pyrrole-2,5-dione
• 英文别名: 2,3-Bis(4-methylphenylsulfanyl)maleimide；3,4-bis[(4-methylphenyl)sulfanyl]pyrrole-2,5-dione
• 化学式: C₁₈H₁₅NO₂S₂
• 分子量: 341.455
• InChiKey: QFTVDUNZLFPYQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  96.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-bis[(4-methylphenyl)sulfanyl]-1H-pyrrole-2,5-dione 、 乙烷,三氯氟- 反应 2.0h， 以46%的产率得到3-(4-methylanilino)-4-[(4-methylphenyl)sulfanyl]-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  Synthesis of New (Arylsulfanyl)maleimide Derivatives

  摘要：

  Previously unknown 2-(arylsulfanyl)-3-hydroxymaleimide and 2-(arylsulfanyl)-3-chloromaleimide derivatives have been synthesized, and several synthetic approaches to 2-(arylamino)-3-(arylsulfanyl)-maleimides have been tested. The reactivities of 2-chloro-3-(4-methylphenylsulfanyl)maleimide and 2,3-bis(4-methylphenylsulfanyl)maleimide toward nitrogen and sulfur nucleophiles have been studied, and products of substitution of one or two arylsulfanyl groups have been obtained.

  DOI：

  10.1134/s1070428019120066
• 作为产物：
  描述：

  2-(4-甲基苯基)硫基乙酰胺 在 草酰氯 、 potassium tert-butylate 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 26.25h， 生成 3,4-bis[(4-methylphenyl)sulfanyl]-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  Synthesis of New (Arylsulfanyl)maleimide Derivatives

  摘要：

  Previously unknown 2-(arylsulfanyl)-3-hydroxymaleimide and 2-(arylsulfanyl)-3-chloromaleimide derivatives have been synthesized, and several synthetic approaches to 2-(arylamino)-3-(arylsulfanyl)-maleimides have been tested. The reactivities of 2-chloro-3-(4-methylphenylsulfanyl)maleimide and 2,3-bis(4-methylphenylsulfanyl)maleimide toward nitrogen and sulfur nucleophiles have been studied, and products of substitution of one or two arylsulfanyl groups have been obtained.

  DOI：

  10.1134/s1070428019120066

文献信息

• Synthesis of New (Arylsulfanyl)maleimide Derivatives
  作者：A. A. Panov、A. Yu. Simonov、A. M. Korolev

  DOI：10.1134/s1070428019120066

  日期：2019.12

  Previously unknown 2-(arylsulfanyl)-3-hydroxymaleimide and 2-(arylsulfanyl)-3-chloromaleimide derivatives have been synthesized, and several synthetic approaches to 2-(arylamino)-3-(arylsulfanyl)-maleimides have been tested. The reactivities of 2-chloro-3-(4-methylphenylsulfanyl)maleimide and 2,3-bis(4-methylphenylsulfanyl)maleimide toward nitrogen and sulfur nucleophiles have been studied, and products of substitution of one or two arylsulfanyl groups have been obtained.