α-[2-phenyl-2-(phenylsulfonylhydrazono)ethyl]phenacylidenetriphenylphosphorane

• 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: α-[2-phenyl-2-(phenylsulfonylhydrazono)ethyl]phenacylidenetriphenylphosphorane
• 英文别名: N-[(E)-[4-oxo-1,4-diphenyl-3-(triphenyl-lambda5-phosphanylidene)butylidene]amino]benzenesulfonamide；N-[(E)-[4-oxo-1,4-diphenyl-3-(triphenyl-λ5-phosphanylidene)butylidene]amino]benzenesulfonamide
• 化学式: C₄₀H₃₃N₂O₃PS
• 分子量: 652.753
• InChiKey: FRRKCSXBNGAXND-SACBSGMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  47
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  α-[2-phenyl-2-(phenylsulfonylhydrazono)ethyl]phenacylidenetriphenylphosphorane 以 苯 为溶剂， 反应 6.0h， 以61%的产率得到3,6-二苯基哒嗪
  参考文献：
  名称：

  Degradational Cyclization of a-[2-Phenyl-2-(phenylsulfonylhydrazono)ethyl]phenacylidenetriphenylphosphoranes to 3,6-Diphenylpyridazines and 5-Benzoyl-3-phenylpyrazoles

  摘要：

  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.

  DOI：

  10.3987/com-99-8733
• 作为产物：
  描述：

  2-溴-1-苯基乙酮苯磺酰腙 、 苯甲酰基亚甲基三苯基膦 以 四氢呋喃 为溶剂， 以71%的产率得到α-[2-phenyl-2-(phenylsulfonylhydrazono)ethyl]phenacylidenetriphenylphosphorane
  参考文献：
  名称：

  Degradational Cyclization of a-[2-Phenyl-2-(phenylsulfonylhydrazono)ethyl]phenacylidenetriphenylphosphoranes to 3,6-Diphenylpyridazines and 5-Benzoyl-3-phenylpyrazoles

  摘要：

  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.

  DOI：

  10.3987/com-99-8733

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.