4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-N,N-diethyl-benzenesulfonamide | 113297-15-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-N,N-diethyl-benzenesulfonamide
• CAS: 113297-15-7
• 化学式: C₁₄H₁₆N₂O₄S
• 分子量: 308.358
• InChiKey: ZZPMTNLZKOEAEM-UHFFFAOYSA-N

物化性质

• 沸点：
  473.7±47.0 °C(Predicted)
• 密度：
  1.347±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.15
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  74.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-N,N-diethyl-benzenesulfonamide 、 4,4'-dimethylbenzaldazine 以 xylene 为溶剂， 反应 22.0h， 以55%的产率得到
  参考文献：
  名称：

  SOME SULFONYL CRISSCROSS CYCLOADDUCTS

  摘要：

  The dipolar cycloadducts from diaryl azines and maleimides ((1) under bar, <(20)under bar>) or maleic anhydride (<(18)under bar>) have been reacted with chlorosulfonic acid to give the bis- ((2) under bar, <(19)under bar>) or tetrachlorosulfonyl derivatives (<(21)under bar>). The chorosulfonation generally required addition of thionyl chloride. The various sulfonyl chlorides were converted into a range of sulfonamides ((3) under bar-<(11)under bar>, <(13)under bar>-<(16)under bar>) and the N-butylsulfamate (<(12)under bar>). The N,N-dialkylsulfamonyl cycloadducts (<(23)under bar>, <(25)under bar>) were also obtained by cycloaddition of the bis-dimethylsulfamoyl 2-methoxybenzaldehyde azine (<(22)under bar>) and N-phenyl maleimide or the N-((p) under bar-diethylsulfamoylphenyl) maleimide (<(24)under bar>) with (p) under bar-tolualdehyde azine, although the former reaction did not go to completion.Attempts to carry out the cycloaddition between the two sulfamoyl reactants (<(22)under bar> and <(24)under bar>) were unsuccessful. The various sulfonamide derivatives will be screened as pesticides.

  DOI：

  10.1080/10426509708043497
• 作为产物：
  描述：

  N-苯基马来酰亚胺 在 氯磺酸 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-N,N-diethyl-benzenesulfonamide
  参考文献：
  名称：

  Cremlyn, Richard; Nunes, Richardo, Phosphorus and Sulfur and the Related Elements, 1987, vol. 31, p. 245 - 254

  摘要：

  DOI：

文献信息

• Synthesis of Di- and Tetra-Sulfonated Heterocyclic Compounds by Crisscross Cycloaddition Reactions
  作者：Augusto C. Tomé、José A. S. Cavaleiro、Fernando M. J. Domingues、Richard J. Cremlyn

  DOI：10.1080/104265090930362

  日期：2005.12

  Using sulfonated diaryl azines and sulfonated N-arylmaleimides as starting reagents, a range of di- and tetra-sulfonated crisscross cycloadducts were selectively prepared. While the di-sulfonated adducts were obtained by carrying out the cycloaddition reaction in solution, the tetra-sulfonated adducts could be obtained only by fusion of the two reagents in the absence of solvent. The stereoisomers of the sulfonated cycloadducts were separated by preparative TLC.