9-methyl-3,6-bis((E)-1-(2-phenylhydrazono)ethyl)-9H-carbazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-methyl-3,6-bis((E)-1-(2-phenylhydrazono)ethyl)-9H-carbazole
• 英文别名: N-[(E)-1-[6-[(E)-N-anilino-C-methylcarbonimidoyl]-9-methylcarbazol-3-yl]ethylideneamino]aniline
• 化学式: C₂₉H₂₇N₅
• 分子量: 445.567
• InChiKey: AWQFAPLAHCXTOX-OQIGUVFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  53.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-methyl-3,6-bis((E)-1-(2-phenylhydrazono)ethyl)-9H-carbazole 在 甲烷磺酸 、 三氯氧磷 作用下， 反应 1.33h， 生成 2,2'-(9-methyl-9H-carbazole-3,6-diyl)bis(1H-indole-3-carbaldehyde)
  参考文献：
  名称：

  Synthesis of macrocyclic systems derived from di-(2-indolyl)heteroarenes

  摘要：

  A number of new 3,6-di-(2-indolyl)-dibenzofuran and carbazole derivatives have been prepared from dibenzofuran and carbazole linkers via the Fischer indole synthesis. The bis-indoles were successfully formylated at C3 and the resulting dicarbaldehydes were combined with diamines to generate indole based imine macrocyclic systems. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.08.063
• 作为产物：
  描述：

  N-甲基咔唑 在 aluminum (III) chloride 、 溶剂黄146 作用下， 以 二硫化碳 、 乙醇 为溶剂， 反应 8.0h， 生成 9-methyl-3,6-bis((E)-1-(2-phenylhydrazono)ethyl)-9H-carbazole
  参考文献：
  名称：

  Synthesis of macrocyclic systems derived from di-(2-indolyl)heteroarenes

  摘要：

  A number of new 3,6-di-(2-indolyl)-dibenzofuran and carbazole derivatives have been prepared from dibenzofuran and carbazole linkers via the Fischer indole synthesis. The bis-indoles were successfully formylated at C3 and the resulting dicarbaldehydes were combined with diamines to generate indole based imine macrocyclic systems. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.08.063

文献信息

• Synthesis of new diheteroarylcarbazoles: a facile and simple route of 3,6-di(pyrazol-4-yl)carbazoles
  作者：Ramu Meesala、Rajagopal Nagarajan

  DOI：10.1016/j.tetlet.2006.08.087

  日期：2006.10

  A short and facile route to the synthesis of new 3,6-di(pyrazol-4-yl)carbazoles is reported. Dipyrazolylcarbazoles were synthesized in two steps from 3,6-diacetylcarbazoles through a Vilsmeier reaction which led to the formation of carbazolyl-β-chlorovinyl aldehydes, followed by cyclization with hydrazine hydrate. The reaction of the Vilsmeier reagent with hydrazones of diacetylcarbazoles yielded the

  据报道，合成新的3,6-二（吡唑-4-基）咔唑的途径简便而快捷。从3,6-二乙酰基咔唑通过Vilsmeier反应分两步合成二吡唑基咔唑，该反应导致形成咔唑基-β-氯乙烯基醛，然后用水合肼环化。Vilsmeier试剂与二乙酰基咔唑的azo的反应以良好的产率得到了相应的吡唑二甲醛。