2-(7-azaindeno[2,1-c]phenanthren-9-ylidene)-propanedinitrile | 444346-95-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(7-azaindeno[2,1-c]phenanthren-9-ylidene)-propanedinitrile
• 英文别名: 2-(7-Azaindeno-[2,1-c]phenanthren-9-ylidene)propanedinitrile；2-(12-azapentacyclo[11.8.0.02,10.03,8.016,21]henicosa-1,3,5,7,10,12,14,16,18,20-decaen-9-ylidene)propanedinitrile
• CAS: 444346-95-6
• 化学式: C₂₃H₁₁N₃
• 分子量: 329.36
• InChiKey: UOEQQYWXPMFKPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(7-azaindeno[2,1-c]phenanthren-9-ylidene)-propanedinitrile 在 硫酸 作用下， 反应 0.47h， 以98%的产率得到2-(7-azaindeno[2,1-c]phenanthren-9-ylidene)-propanediamide
  参考文献：
  名称：

  摘要：

  2-Methyleneaminonaphthalene smoothly reacts with cyclic beta-diketones to afford azaphenanthrene derivatives in high yield. The dihydropyridine ring in the products can be oxidized to pyridine ring. The oxidation products, unlike their precursors and analogs having an aryl substituent in the a-position with respect to the nitrogen atom, react with hydroxylamine at the carbonyl group to give the corresponding oximes and in some cases undergo Knoevenagel condensation with malononitrile. Hydrolysis of the condensation product yields the respective diamide.

  DOI：

  10.1023/a:1015375313521
• 作为产物：
  描述：

  1,3-茚满二酮 在 吡啶 、 sodium hydroxide 、 sulfur 、 丙二腈 作用下， 以 吡啶 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.88h， 生成 2-(7-azaindeno[2,1-c]phenanthren-9-ylidene)-propanedinitrile
  参考文献：
  名称：

  摘要：

  2-Methyleneaminonaphthalene smoothly reacts with cyclic beta-diketones to afford azaphenanthrene derivatives in high yield. The dihydropyridine ring in the products can be oxidized to pyridine ring. The oxidation products, unlike their precursors and analogs having an aryl substituent in the a-position with respect to the nitrogen atom, react with hydroxylamine at the carbonyl group to give the corresponding oximes and in some cases undergo Knoevenagel condensation with malononitrile. Hydrolysis of the condensation product yields the respective diamide.

  DOI：

  10.1023/a:1015375313521