N-methyl-N-phenyl-2-(phenylethynyl)benzothioamide | 1551274-33-9

• 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-methyl-N-phenyl-2-(phenylethynyl)benzothioamide
• 英文别名: N-methyl-N-phenyl-2-(2-phenylethynyl)benzenecarbothioamide
• CAS: 1551274-33-9
• 化学式: C₂₂H₁₇NS
• 分子量: 327.45
• InChiKey: XIQFQBXXUQWALG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-methyl-N-phenyl-2-(phenylethynyl)benzothioamide 在 碘 作用下， 以 氯仿 为溶剂， 反应 48.0h， 以64%的产率得到(E)-N-phenyl-N-(3-(iodo(phenyl)methylene)benzo[c]thiophen-1(3H)-ylidene)methanaminium iodide
  参考文献：
  名称：

  Formation of benzo[c]thiophen-1-aminium iodide by the reaction of o-alkynylbenzothioamide with iodine

  摘要：

  Reaction of o-alkynylbenzothioamide with molecular iodine was investigated. Unique benzo[c]thiophen-1-aminium iodide was obtained when the tertiary thioamide was used as a reactant. The reaction proceeded efficiently in less polar solvent, whereas the corresponding product was also obtained in a polar solvent. Single crystal X-ray analysis revealed that the benzo[c]thiophen-1-aminium structure possesses a resonance structure in N-C-S bond. Its stabilization shows a clear difference in the result from the reaction of amide analogue with iodine to give no stable compound. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.094
• 作为产物：
  描述：

  2-碘-N-甲基-N-苯基苯甲酰胺 在 劳森试剂 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 96.0h， 生成 N-methyl-N-phenyl-2-(phenylethynyl)benzothioamide
  参考文献：
  名称：

  Formation of benzo[c]thiophen-1-aminium iodide by the reaction of o-alkynylbenzothioamide with iodine

  摘要：

  Reaction of o-alkynylbenzothioamide with molecular iodine was investigated. Unique benzo[c]thiophen-1-aminium iodide was obtained when the tertiary thioamide was used as a reactant. The reaction proceeded efficiently in less polar solvent, whereas the corresponding product was also obtained in a polar solvent. Single crystal X-ray analysis revealed that the benzo[c]thiophen-1-aminium structure possesses a resonance structure in N-C-S bond. Its stabilization shows a clear difference in the result from the reaction of amide analogue with iodine to give no stable compound. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.094

文献信息

• Formation of benzo[c]thiophen-1-aminium iodide by the reaction of o-alkynylbenzothioamide with iodine
  作者：Shoji Matsumoto、Daiki Takada、Hirokazu Kageyama、Motohiro Akazome

  DOI：10.1016/j.tetlet.2013.12.094

  日期：2014.1

  Reaction of o-alkynylbenzothioamide with molecular iodine was investigated. Unique benzo[c]thiophen-1-aminium iodide was obtained when the tertiary thioamide was used as a reactant. The reaction proceeded efficiently in less polar solvent, whereas the corresponding product was also obtained in a polar solvent. Single crystal X-ray analysis revealed that the benzo[c]thiophen-1-aminium structure possesses a resonance structure in N-C-S bond. Its stabilization shows a clear difference in the result from the reaction of amide analogue with iodine to give no stable compound. (C) 2014 Elsevier Ltd. All rights reserved.