N-{[2-(phenylethynyl)phenyl]carbamothioyl}benzamide

• 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-(phenylethynyl)phenyl]carbamothioyl}benzamide
• 英文别名: N-[[2-(2-phenylethynyl)phenyl]carbamothioyl]benzamide
• 化学式: C₂₂H₁₆N₂OS
• mdl: MFCD01448830
• 分子量: 356.448
• InChiKey: FYXVHNVYWGUCRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-{[2-(phenylethynyl)phenyl]carbamothioyl}benzamide 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以77 mg的产率得到N-(3-phenyl-4-thioxo-1,4-dihydroquinolin-2-yl)benzamide
  参考文献：
  名称：

  Base-Promoted Synthesis of Quinoline-4(1H)-thiones from o-Alkynylanilines and Aroyl Isothiocyanates

  摘要：

  Abase-promoted synthesis of quinolffie-4(1H)-thionos has been accomplished from the in situ generated o-alkynylthiourea, obtained by reacting o-alkynylanilines with aroyl/aryl isothiocyanates. A 6-exo-dig S-cyclization of the in situ generated thiourea is followed by a rearrangement to give quinoline-4(1H)-thiones.

  DOI：

  10.1021/acs.orglett.7b02993
• 作为产物：
  描述：

  苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成 N-{[2-(phenylethynyl)phenyl]carbamothioyl}benzamide
  参考文献：
  名称：

  Base-Promoted Synthesis of Quinoline-4(1H)-thiones from o-Alkynylanilines and Aroyl Isothiocyanates

  摘要：

  Abase-promoted synthesis of quinolffie-4(1H)-thionos has been accomplished from the in situ generated o-alkynylthiourea, obtained by reacting o-alkynylanilines with aroyl/aryl isothiocyanates. A 6-exo-dig S-cyclization of the in situ generated thiourea is followed by a rearrangement to give quinoline-4(1H)-thiones.

  DOI：

  10.1021/acs.orglett.7b02993

文献信息

• Base-Promoted Synthesis of Quinoline-4(1<i>H</i>)-thiones from <i>o</i>-Alkynylanilines and Aroyl Isothiocyanates
  作者：Anju Modi、Prasenjit Sau、Bhisma K. Patel

  DOI：10.1021/acs.orglett.7b02993

  日期：2017.11.17

  Abase-promoted synthesis of quinolffie-4(1H)-thionos has been accomplished from the in situ generated o-alkynylthiourea, obtained by reacting o-alkynylanilines with aroyl/aryl isothiocyanates. A 6-exo-dig S-cyclization of the in situ generated thiourea is followed by a rearrangement to give quinoline-4(1H)-thiones.