N-(2,2-二氯乙基-2-苯基-1-硫代乙酰氨基)-4-氯苯磺酰胺 | 667422-42-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2,2-二氯乙基-2-苯基-1-硫代乙酰氨基)-4-氯苯磺酰胺
• 英文名称: 4-chlorobenzenesulfonic acid N-(2,2-dichloroethyl-2-phenyl-1-thioacetamido)amide
• 英文别名: N-(2,2-dichloro-2-phenyl-1-thioacetylaminoethyl)-4-chlorobenzenesulfonamide；N-[1-(4-chlorobenzene)sulfonamido-2-phenyl-2,2-dichloroethyl]thioacetamide；N-(2,2-dichloroethyl-2-phenyl-1-thioacetamido)-4-chlorobenzenesulfonamide；N-[2,2-dichloro-1-[(4-chlorophenyl)sulfonylamino]-2-phenylethyl]ethanethioamide
• CAS: 667422-42-6
• 化学式: C₁₆H₁₅Cl₃N₂O₂S₂
• 分子量: 437.798
• InChiKey: GDVPNJIPIHXVMM-UHFFFAOYSA-N

物化性质

• 熔点：
  153-154 °C
• 沸点：
  555.6±60.0 °C(Predicted)
• 密度：
  1.459±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  98.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2,2-二氯乙基-2-苯基-1-硫代乙酰氨基)-4-氯苯磺酰胺 在 sodium hydroxide 作用下， 以 水 为溶剂， 以77%的产率得到4-(4-chlorophenylsulfonylamino)-2-methyl-5-phenyl-1,3-thiazole
  参考文献：
  名称：

  Synthesis of Substituted 4-Arylsulfonylaminothiazoles from N-(2,2-Dichloro-2-phenyl-1-thioacetylaminoethyl)arenesulfonamides

  摘要：

  DOI：

  10.1023/b:rujo.0000019751.88073.e3
• 作为产物：
  描述：

  硫代乙酰胺 、 N-(2-phenyl-2,2-dichloroethylidene)-4-chlorobenzenesulfonamide 以 苯 为溶剂， 反应 5.0h， 以88%的产率得到N-(2,2-二氯乙基-2-苯基-1-硫代乙酰氨基)-4-氯苯磺酰胺
  参考文献：
  名称：

  An IR Study of the Structure of New Thiocarboxylic Acid N-(1-Arenesulfonamido-2-phenyl-2,2-dichloroethyl- and -2,2,2-trichloroethyl)amides

  摘要：

  An IR study of thiocarboxylic acid N-(1-arenesulfonamido-2-phenyl-2,2-dichloroethyl- and -2,2,2-trichloroethyl)amides revealed intramolecular hydrogen bonds whose formation is accompanied by electron density delocalization and stabilization of conformations with quasiaromatic rings. Formation of chelate species was confirmed by AM1 calculations.

  DOI：

  10.1023/b:rugc.0000031866.70337.cc

文献信息

• ——
  作者：G. N. Rosentsveig、Yu. A. Aizina、I. B. Rosentsveig、G. G. Levkovskaya、G. I. Sarapulova、A. N. Mirskova、T. I. Drozdova

  DOI：10.1023/a:1026016003273

  日期：——

  N-(2,2,2-Trichloroethylidene)- and N-(2-phenyl-2,2-dichloroethylidene)amides of aromatic sulfonic acids react with thioacetamide, thiourea, and N-acetylthiourea at equimolar reagents ratio to furnish N-(1-arenesulfonamido-2,2,2-trichloroethyl)- and N-(1-arenesulfonamido-2-phenyl-2,2-dichloroethyl)thioamides. The reaction with deficient amount of thiourea results in N,N'-bis(1-arenesulfonamido-2-polychloroethyl)-thiocarbamides.
• Synthesis of Substituted 4-Arylsulfonylaminothiazoles from N-(2,2-Dichloro-2-phenyl-1-thioacetylaminoethyl)arenesulfonamides
  作者：G. N. Rozentsveig、I. B. Rozentsveig、G. G. Levkovskaya、A. N. Mirskova

  DOI：10.1023/b:rujo.0000019751.88073.e3

  日期：2003.12
• An IR Study of the Structure of New Thiocarboxylic Acid N-(1-Arenesulfonamido-2-phenyl-2,2-dichloroethyl- and -2,2,2-trichloroethyl)amides
  作者：G. I. Sarapulova、G. N. Rozentsveig、Yu. A. Aizina、I. B. Rozentsveig、G. G. Levkovskaya

  DOI：10.1023/b:rugc.0000031866.70337.cc

  日期：2004.4

  An IR study of thiocarboxylic acid N-(1-arenesulfonamido-2-phenyl-2,2-dichloroethyl- and -2,2,2-trichloroethyl)amides revealed intramolecular hydrogen bonds whose formation is accompanied by electron density delocalization and stabilization of conformations with quasiaromatic rings. Formation of chelate species was confirmed by AM1 calculations.
• Reaction of N-(1-aryl-2,2,2-trichloro-ethyl)arenesulfonamides with thioamides. A route to 5-arene-sulfonamido-4-arylthiazoles
  作者：I. B. Rozentsveig、A. V. Popov、G. N. Rozentsveig、K. A. Chernishov、G. G. Levkovskaya

  DOI：10.1007/s10593-009-0178-x

  日期：2008.10