N-(1-(2,4-dichlorophenyl)ethyl)-N'-(1-(2,4-dichlorophenyl)ethylidene)-4-methylbenzenesulfonohydrazide | 1430811-49-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(1-(2,4-dichlorophenyl)ethyl)-N'-(1-(2,4-dichlorophenyl)ethylidene)-4-methylbenzenesulfonohydrazide
• CAS: 1430811-49-6
• 化学式: C₂₃H₂₀Cl₄N₂O₂S
• 分子量: 530.302
• InChiKey: AUFRFPQMPCQBRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.78
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  49.74
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  N'-(1-(2,4-dichlorophenyl)ethylidene)-4-methylbenzenesulfonohydrazide 在 potassium carbonate 作用下， 以 硝基甲烷 为溶剂， 反应 3.0h， 以81%的产率得到N-(1-(2,4-dichlorophenyl)ethyl)-N'-(1-(2,4-dichlorophenyl)ethylidene)-4-methylbenzenesulfonohydrazide
  参考文献：
  名称：

  Base and solvent mediated decomposition of tosylhydrazones: highly selective synthesis of N-alkyl substituted hydrazones, dialkylidenehydrazines, and oximes

  摘要：

  Base and solvent mediated decomposition of tosylhydrazones was studied. It was found that reaction of tosylhydrazones in CH3NO2 in the presence of 1 equiv of K2CO3 in 90 degrees C gave N-alkylated products in 52-96% yield. However, when the same reaction was carried out in mixed solvent of CH3NO2 and dioxane in the presence of 3 equiv of NaOH at 110 degrees C, dialkylidenehydrazines were obtained in moderate to high yield. If the reaction was carried out in mixed solvent of CH3NO2 and DMSO in the presence of 10 equiv of NaOH at 110 degrees C, CH3NO2 can act as the precursor of hydroxylamine and corresponding oximes were formed in up to 92% yield. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.03.055