N-[4-(prop-2-yn-1-yloxy)phenyl]cyanamide | 1507400-62-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[4-(prop-2-yn-1-yloxy)phenyl]cyanamide
• 英文别名: (4-Prop-2-ynoxyphenyl)cyanamide
• CAS: 1507400-62-5
• 化学式: C₁₀H₈N₂O
• 分子量: 172.186
• InChiKey: JZRREMHPAFYIJM-UHFFFAOYSA-N

物化性质

• 沸点：
  295.7±50.0 °C(predicted)
• 密度：
  1.203±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[4-(prop-2-yn-1-yloxy)phenyl]cyanamide 、 2-(三甲基硅)苯基三氟甲烷磺酸盐 在 cesium fluoride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以65%的产率得到2-{[4-(prop-2-yn-1-yloxy)phenyl]amino}benzonitrile
  参考文献：
  名称：

  Aminocyanation by the Addition of N–CN Bonds to Arynes: Chemoselective Synthesis of 1,2-Bifunctional Aminobenzonitriles

  摘要：

  An efficient aminocyanation by the direct addition of aryl cyanamides to arynes is described, enabling incorporation of highly useful amino and cyano groups synchronously via cleavage of inert N-CN bonds, affording synthetically useful 1,2-bifunctional aminobenzonitriles. The postsynthetic functionalization of the aminocyanation products allows diverse formation of synthetically important derivatives such as drug molecule Ponstan and fused heterocycles.

  DOI：

  10.1021/ol403346x
• 作为产物：
  描述：

  cyanogen bromide 、 4-(2-丙炔基氧)苯胺 以 四氢呋喃 、 乙醚 为溶剂， 生成 N-[4-(prop-2-yn-1-yloxy)phenyl]cyanamide
  参考文献：
  名称：

  Aminocyanation by the Addition of N–CN Bonds to Arynes: Chemoselective Synthesis of 1,2-Bifunctional Aminobenzonitriles

  摘要：

  An efficient aminocyanation by the direct addition of aryl cyanamides to arynes is described, enabling incorporation of highly useful amino and cyano groups synchronously via cleavage of inert N-CN bonds, affording synthetically useful 1,2-bifunctional aminobenzonitriles. The postsynthetic functionalization of the aminocyanation products allows diverse formation of synthetically important derivatives such as drug molecule Ponstan and fused heterocycles.

  DOI：

  10.1021/ol403346x