2-chloro-N-[(9-ethylcarbazol-3-yl)methylideneamino]benzamide

• 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: 2-chloro-N-[(9-ethylcarbazol-3-yl)methylideneamino]benzamide
• 化学式: C₂₂H₁₈ClN₃O
• mdl: MFCD01199064
• 分子量: 375.857
• InChiKey: WDGOFMIKNBWWRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  46.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-N-[(9-ethylcarbazol-3-yl)methylideneamino]benzamide 在 potassium permanganate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.13h， 以84%的产率得到2-(2-Chlorophenyl)-5-(9-ethylcarbazol-3-yl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Microwave‐Assisted Expeditious Synthesis of Novel Carbazole‐Based 1,3,4‐Oxadiazoles

  摘要：

  A microwave-assisted expeditious synthetic route to novel carbazole-based 1,3,4-oxadiazoles is described. The reactions of 9-ethylcarbazol-3-carbaldehyde with aroylhydrazines under microwave irradiation first gave intermediates, 1-aroyl-2( 9'-ethylcarbazol-3'-yl-methylidene) hydrazines, which were further treated with potassium permanganate in DMF under microwave irradiation to rapidly afford a series of 2-aryl-5-(9'-ethylcarbazol-3'-yl)-1,3,4-oxadiazoles in excellent yield.

  DOI：

  10.1080/00397910600941141
• 作为产物：
  描述：

  N-乙基咔唑-3-甲醛 、 2-氯苯甲酰肼 反应 0.1h， 以90%的产率得到2-chloro-N-[(9-ethylcarbazol-3-yl)methylideneamino]benzamide
  参考文献：
  名称：

  Microwave‐Assisted Expeditious Synthesis of Novel Carbazole‐Based 1,3,4‐Oxadiazoles

  摘要：

  A microwave-assisted expeditious synthetic route to novel carbazole-based 1,3,4-oxadiazoles is described. The reactions of 9-ethylcarbazol-3-carbaldehyde with aroylhydrazines under microwave irradiation first gave intermediates, 1-aroyl-2( 9'-ethylcarbazol-3'-yl-methylidene) hydrazines, which were further treated with potassium permanganate in DMF under microwave irradiation to rapidly afford a series of 2-aryl-5-(9'-ethylcarbazol-3'-yl)-1,3,4-oxadiazoles in excellent yield.

  DOI：

  10.1080/00397910600941141