3,4-diphenylcinnoline-6-carbonitrile | 1313886-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3,4-diphenylcinnoline-6-carbonitrile
• 英文别名: 3,4-Diphenylcinnoline-6-carbonitrile
• CAS: 1313886-23-5
• 化学式: C₂₁H₁₃N₃
• 分子量: 307.354
• InChiKey: YLXWUQWPLFLTPH-UHFFFAOYSA-N

物化性质

• 熔点：
  171-172 °C(Solvent: Ethyl acetate)
• 沸点：
  479.7±47.0 °C(predicted)
• 密度：
  1.28±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(4-cyano-2-iodophenyl)-3,3-diethyl-1-triazene 、 二苯基乙炔 在 三正丁胺 、 三(邻甲基苯基)磷 、 palladium dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以42%的产率得到3,4-diphenylcinnoline-6-carbonitrile
  参考文献：
  名称：

  Synthesis of 3,4-disubstituted cinnolines by the Pd-catalyzed annulation of 2-iodophenyltriazenes with an internal alkyne

  摘要：

  A simple and efficient synthesis of cinnolines was achieved by a palladium-catalyzed annulation methodology. 3,4-Disubstituted cinnolines are prepared via palladium-catalyzed annulation of 2-iodophenyltriazenes with an internal alkyne in moderate to good yields. Several internal alkynes are applicable to this reaction and it is compatible with a number of functional groups. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2011.04.079

文献信息

• Synthesis of 3,4-disubstituted cinnolines by the Pd-catalyzed annulation of 2-iodophenyltriazenes with an internal alkyne
  作者：Chuan Zhu、Motoki Yamane

  DOI：10.1016/j.tet.2011.04.079

  日期：2011.7

  A simple and efficient synthesis of cinnolines was achieved by a palladium-catalyzed annulation methodology. 3,4-Disubstituted cinnolines are prepared via palladium-catalyzed annulation of 2-iodophenyltriazenes with an internal alkyne in moderate to good yields. Several internal alkynes are applicable to this reaction and it is compatible with a number of functional groups. (C) 2011 Published by Elsevier Ltd.