N-[[2-bromo-1-(4-chlorophenyl)ethylidene]amino]benzenesulfonamide | 128256-29-1

• 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-[[2-bromo-1-(4-chlorophenyl)ethylidene]amino]benzenesulfonamide
• CAS: 128256-29-1
• 化学式: C₁₄H₁₂BrClN₂O₂S
• 分子量: 387.684
• InChiKey: GEEUOWGWOLJRMK-UHFFFAOYSA-N

物化性质

• 沸点：
  486.7±55.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 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：
  0.07
• 拓扑面积：
  58.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-[[2-bromo-1-(4-chlorophenyl)ethylidene]amino]benzenesulfonamide 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 2.0h， 生成 4-(4-chlorophenyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  Ito, Suketaka; Kakehi, Akikazu; Yamazaki, Akihiro, Chemistry Letters, 1990, # 3, p. 453 - 454

  摘要：

  DOI：
• 作为产物：
  描述：

  2'-溴-4-氯苯乙酮 、 苯磺酰肼 以 四氢呋喃 为溶剂， 反应 0.25h， 以88%的产率得到N-[[2-bromo-1-(4-chlorophenyl)ethylidene]amino]benzenesulfonamide
  参考文献：
  名称：

  Reaction of a-Bromoacetophenone Phenylsulfonylhydrazones. A New Synthetic Route to 2-Arylimidazoisoquinolines and -quinolines

  摘要：

  2-Arylimidazo[2.1-a]isoquinolines and -[1,2-a]-quinolines were obtained in good to moderate yields by the reaction of the title hydrazones with isoquinoline and quinoline, respectively.

  DOI：

  10.3987/com-91-5851

文献信息

• Degradational Cyclization of a-[2-Phenyl-2-(phenylsulfonylhydrazono)ethyl]phenacylidenetriphenylphosphoranes to 3,6-Diphenylpyridazines and 5-Benzoyl-3-phenylpyrazoles
  作者：Suketaka Ito、Akikazu Kakehi、Kyoko Okada

  DOI：10.3987/com-99-8733

  日期：——

  alpha-[2-Phenyl-2-(phenylsulfonylhydrazono)ethyl]phenacylidene- triphenylphosphoranes were obtained (60-71%) by the reaction between phenylsulfonylhydrazones of phenacyl bromides and phenacylidenetriphenylphosphoranes. Thermolysis of the phosphoranes gave 3,6-diphenylpyridazines (43-66%) and 5-benzoyl-3-phenylpyrazoles (13-27%), together with triphenylphosphine oxide and S-phenyl benzenethiosulfonate, a disproportionation product from benzenesulfinic acid. The structure of the intermediate alpha-substituted phenacylidenetriphenylphosphorane was confirmed by an X-Ray diffraction method.
• Reaction of Aryl Bromomethyl Ketone Phenylsulfonylhydrazones with Benzylideneaniline
  作者：Suketaka Ito、Akikazu Kakehi、Kyoko Okada、Saori Goto、Hiroshige Kawaguchi

  DOI：10.3987/com-96-7683

  日期：——

  6-Aryl-3,4-diphenyl-2-phenylsulfonyl-2,3,4,5-tetrahydro-1,2,4-triazines and 4-aryl-1-phenyl-1,2,3-triazoles were obtained in moderate yields by the reaction of aryl bromomethyl ketone phenylsulfonylhydrazones with benzylideneaniline.
• Thermolysis of Ethoxycarbonyl[2-phenyl-2-(phenylsulfonylhydrazono)ethyl]methylenetriphenylphosphoranes. Formation of Substituted Pyridazinones
  作者：Suketaka Ito、Akikazu Kakehi、Kyoko Okada、Ikuko Shibazaki

  DOI：10.3987/com-00-s(i)21

  日期：——

  Ethoxycarbony[2-phenyl-2-(phenylsulfonylhydrazono)ethyl]methylenetriphenylphosphoranes were prepared by the reaction of ethoxy-carbonymethylenetriphenylphosphorane with phenylsulfonylhydrazones of phenacyl bromides. Thermolysis of the phosphoranes gave 6-phenyl-2phenylsulfonyl-3(2H)-pyridazinones, 6-phenyl-4-phenylsulfonyl-3(2H)pyridazinones, and 6-phenyl-2-phenylsulfonyl-4-triphenylphodene-1, 4-dihydro-3(2H)-pyridazinones, together with triphenylphosphine. The structure of disubstituted methylenetriphenylphosphorane was confirmed by an X-Ray diffraction method.