(2-nitrophenyl)aminomethylenecyanothioacetamide | 134720-96-0

• 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: (2-nitrophenyl)aminomethylenecyanothioacetamide
• 英文别名: (Z)-2-cyano-3-(2-nitroanilino)prop-2-enethioamide
• CAS: 134720-96-0
• 化学式: C₁₀H₈N₄O₂S
• 分子量: 248.265
• InChiKey: IGHAUMBQJPJUEO-SREVYHEPSA-N

物化性质

• 沸点：
  427.2±55.0 °C(Predicted)
• 密度：
  1.498±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  140
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,4-dimethylquinolinium iodide 、 (2-nitrophenyl)aminomethylenecyanothioacetamide 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以72%的产率得到1-methyl-4-(3-thiocarbamoyl-3-cyanopropenylidene)-1,4-dihydroquinoline
  参考文献：
  名称：

  Synthesis and structure of 1-methyl-4-(3-thiocarbamoyl-3-cyanopropenylidene)-1,4-dihydroquinoline

  摘要：

  1,4-Dimethylquinolinium iodide reacts with (2-nitrophenyl)aminomethylenecyanothioacetamide in the presence of triethylamine to give 1-methyl-4-(3-thiocarbamoyl-3-cyanopropylidene)-1,4-dihydroquinoline, the structure of which has been established by x-ray crystallography. The molecule is virtually planar, the dihedral angle between the dihydroquinoline nucleus and the 3-thiocarbamoyl-3-cyanopropylidene group being 3.39-degrees. The bond lengths found indicate considerable transfer of charge between the dihydroquinoline ring and the cyanothioacetamide group. The crystal contains stacks of molecules with an interplanar spacing of 3.351 angstrom, which could also facilitate charge transfer.

  DOI：

  10.1007/bf00958576

文献信息

• Synthesis and structure of 1-methyl-4-(3-thiocarbamoyl-3-cyanopropenylidene)-1,4-dihydroquinoline
  作者：V. N. Nesterov、A. M. Shestopalov、Yu. A. Sharanin、I. A. Aitov、V. E. Shklover、Yu. T. Struchkov、V. P. Litvinov

  DOI：10.1007/bf00958576

  日期：1991.4

  1,4-Dimethylquinolinium iodide reacts with (2-nitrophenyl)aminomethylenecyanothioacetamide in the presence of triethylamine to give 1-methyl-4-(3-thiocarbamoyl-3-cyanopropylidene)-1,4-dihydroquinoline, the structure of which has been established by x-ray crystallography. The molecule is virtually planar, the dihedral angle between the dihydroquinoline nucleus and the 3-thiocarbamoyl-3-cyanopropylidene group being 3.39-degrees. The bond lengths found indicate considerable transfer of charge between the dihydroquinoline ring and the cyanothioacetamide group. The crystal contains stacks of molecules with an interplanar spacing of 3.351 angstrom, which could also facilitate charge transfer.