N,N'-(anthracene-2,6-diyl)dihexanamide | 1335230-35-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: N,N'-(anthracene-2,6-diyl)dihexanamide
• 英文别名: N-[6-(hexanoylamino)anthracen-2-yl]hexanamide
• CAS: 1335230-35-7
• 化学式: C₂₆H₃₂N₂O₂
• 分子量: 404.552
• InChiKey: PVDBHJKORPGUEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-(anthracene-2,6-diyl)dihexanamide 在 sodium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 90.0h， 以68%的产率得到蒽-2，6-二胺
  参考文献：
  名称：

  An optimized method for the synthesis of 2,6-diaminoanthracene

  摘要：

  The reduction of 2,6-diaminoanthraquinone to 2,6-diaminoanthracene was examined under a variety of conditions. Direct reduction using zinc powder gave a mixture of the target product and 9,10-dihydro-2,6-diaminoanthracene under all the conditions examined. Protection of the starting amine, followed by borohydride reduction and deprotection, gave the target product in 14-50% yield. Finally, tin powder was used to reduce the anthraquinone to 2,6-diaminoanthrone in quantitative yield. This compound was further reduced to the target 2,6-diaminoanthracene in 55-65% yield. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2011.07.106
• 作为产物：
  描述：

  N,N′-(9,10-dioxo-9,10-dihydroanthracene-2,6-diyl)dihexanamide 在 sodium tetrahydroborate 、 sodium hydroxide 作用下， 以 水 、 异丙醇 为溶剂， 反应 10.0h， 以73%的产率得到N,N'-(anthracene-2,6-diyl)dihexanamide
  参考文献：
  名称：

  An optimized method for the synthesis of 2,6-diaminoanthracene

  摘要：

  The reduction of 2,6-diaminoanthraquinone to 2,6-diaminoanthracene was examined under a variety of conditions. Direct reduction using zinc powder gave a mixture of the target product and 9,10-dihydro-2,6-diaminoanthracene under all the conditions examined. Protection of the starting amine, followed by borohydride reduction and deprotection, gave the target product in 14-50% yield. Finally, tin powder was used to reduce the anthraquinone to 2,6-diaminoanthrone in quantitative yield. This compound was further reduced to the target 2,6-diaminoanthracene in 55-65% yield. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2011.07.106

文献信息

• An optimized method for the synthesis of 2,6-diaminoanthracene
  作者：Rambhoopal Kantam、Robin Holland、Bhanu Priya Khanna、Kevin D. Revell

  DOI：10.1016/j.tetlet.2011.07.106

  日期：2011.9

  The reduction of 2,6-diaminoanthraquinone to 2,6-diaminoanthracene was examined under a variety of conditions. Direct reduction using zinc powder gave a mixture of the target product and 9,10-dihydro-2,6-diaminoanthracene under all the conditions examined. Protection of the starting amine, followed by borohydride reduction and deprotection, gave the target product in 14-50% yield. Finally, tin powder was used to reduce the anthraquinone to 2,6-diaminoanthrone in quantitative yield. This compound was further reduced to the target 2,6-diaminoanthracene in 55-65% yield. Published by Elsevier Ltd.