N,N'-(4,11-bis(dimethylamino)dibenzo[a,h]phenazine-5,12-diyl)bis(N-methylformamide) | 1418114-44-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N,N'-(4,11-bis(dimethylamino)dibenzo[a,h]phenazine-5,12-diyl)bis(N-methylformamide)
• CAS: 1418114-44-9
• 化学式: C₂₈H₂₈N₆O₂
• 分子量: 480.569
• InChiKey: AXHNYVDUOUHTON-UHFFFAOYSA-N

物化性质

• 沸点：
  735.3±55.0 °C(predicted)
• 密度：
  1.338±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.41
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  72.88
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  、 溶剂黄146 在 硝酸 作用下， 以 水 为溶剂， 反应 0.17h， 以1%的产率得到N,N'-(4,11-bis(dimethylamino)dibenzo[a,h]phenazine-5,12-diyl)bis(N-methylformamide)
  参考文献：
  名称：

  ‘Proton sponge’ amides: unusual chemistry and conversion into superbasic 6,7-bis(dimethylamino)perimidines

  摘要：

  Starting from 1-acylamino-4,5-bis(dimethylamino)naphthalenes, the first representatives of previously unknown 6,7-bis(dimethylamino)perimidines have been synthesized. In accordance with the electron-donor nature of the heterocyclic rings in these compounds they behave as proton sponges, displaying higher basicity (pK(a) 8.4-93, DMSO) than those of the parent proton sponge (pK(a) 7.5, DMSO; 18.6, MeCN) and perimidine (pK(a) 13.6, MeCN). In accord with OFT calculations and proton transfer experiments, 1H-6,7-bis(dimethylamino)perimidines have been shown to exist as neutral rather than zwitterionic tautomers. A number of interesting observations concerning structure, synthesis, and reactivity of 1-acylamino-4,5-bis(dimethylamino)-8-nitronaphthalenes have been made. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.040