2-(4-methoxy-1-naphthalenyl)-3-methyl-2H-indazole | 137720-93-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(4-methoxy-1-naphthalenyl)-3-methyl-2H-indazole
• 英文别名: 2-(4-Methoxynaphthalen-1-yl)-3-methylindazole
• CAS: 137720-93-5
• 化学式: C₁₉H₁₆N₂O
• 分子量: 288.349
• InChiKey: WXBGSTUKYUBINK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2′-氨基苯乙酮 盐酸盐 在 sodium hydroxide 、 三正丁基氢锡 、 sodium ethanolate 作用下， 以 乙醇 、 苯 为溶剂， 反应 25.0h， 生成 2-(4-methoxy-1-naphthalenyl)-3-methyl-2H-indazole
  参考文献：
  名称：

  Reaction of azoarenes with tributyltin hydride

  摘要：

  Tributyltin hydride when reacted with a series of substituted azoarenes afforded hydrazo compounds with high chemoselectivity and good to high yields. With ortho-substituted azoarenes, mixtures of hydrazo derivatives and N-heterocycles or cyclic products only were obtained. The kinetic law of the process was determined in the presence and in the absence of AIBN; with the radical initiator the reaction proceeds via a radical chain mechanism, whereas without AIBN the presence of stannyl free radicals could be discarded. The mechanism of the noninitiated reaction is discussed. EPR characterization of spin adducts obtained by reacting group IVB organometallic radicals with azo compounds is reported.

  DOI：

  10.1021/jo00028a038

文献信息

• Reaction of azoarenes with tributyltin hydride
  作者：Angelo Alberti、Nicola Bedogni、Massimo Benaglia、Rino Leardini、Daniele Nanni、Gian Franco Pedulli、Antonio Tundo、Giuseppe Zanardi

  DOI：10.1021/jo00028a038

  日期：1992.1

  Tributyltin hydride when reacted with a series of substituted azoarenes afforded hydrazo compounds with high chemoselectivity and good to high yields. With ortho-substituted azoarenes, mixtures of hydrazo derivatives and N-heterocycles or cyclic products only were obtained. The kinetic law of the process was determined in the presence and in the absence of AIBN; with the radical initiator the reaction proceeds via a radical chain mechanism, whereas without AIBN the presence of stannyl free radicals could be discarded. The mechanism of the noninitiated reaction is discussed. EPR characterization of spin adducts obtained by reacting group IVB organometallic radicals with azo compounds is reported.