5,6-dinitro-2-(tetrahydro-2H-pyran-2-yl)-2H-indazole | 1276662-14-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 5,6-dinitro-2-(tetrahydro-2H-pyran-2-yl)-2H-indazole
• 英文别名: 5,6-Dinitro-2-(oxan-2-yl)indazole
• CAS: 1276662-14-6
• 化学式: C₁₂H₁₂N₄O₅
• 分子量: 292.251
• InChiKey: WVDQAGQDJNHTQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 5,6-二硝基-1H-吲唑 在 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 120.0h， 以93%的产率得到5,6-dinitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole
  参考文献：
  名称：

  Regioselective synthesis of novel substituted indazole-5,6-diamine derivatives

  摘要：

  The synthesis of a series of novel indazole-5,6-diamine derivatives is described. This indazole ring system was incorporated in an octahydropyrrolo[3,4-b]phenazine scaffold and was diversely and regioselectively substituted on the nitrogen atoms at the 5- and 10-positions. Thus, the nitrogen atom at the 5-position was found to be more reactive toward electrophiles than the one at the 10-position. This difference of reactivity could be attributed to the electronic effect of the pyrazole moiety. Moreover, an unexpected tetrahydropyran protecting group migration was observed from the N-1 atom to the C-11 position of the octahydropyrrolo[3.4-b]phenazine scaffold. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.010