3-(1H-imidazol-1-yl)-6-(3-methylphenyl)pyridazine | 1417455-20-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-(1H-imidazol-1-yl)-6-(3-methylphenyl)pyridazine
• 英文别名: 3-Imidazol-1-yl-6-(3-methylphenyl)pyridazine；3-imidazol-1-yl-6-(3-methylphenyl)pyridazine
• CAS: 1417455-20-9
• 化学式: C₁₄H₁₂N₄
• 分子量: 236.276
• InChiKey: OFGGMMCKOMAICY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  间碘甲苯 、 3-氯-6-(1H-咪唑并L-1-基)哒嗪 在 bis(bipyridine)nickel(II) bromide 、 四丁基溴化铵 作用下， 以 1,2-二溴乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 以14%的产率得到3-(1H-imidazol-1-yl)-6-(3-methylphenyl)pyridazine
  参考文献：
  名称：

  An Electrochemical Nickel-Catalyzed Arylation of 3-Amino-6-Chloropyridazines

  摘要：

  3-Amino-6-aryl- and 3-amino-6-heteroarylpyridazines have been obtained in generally good yield using a nickel-catalyzed electrochemical cross-coupling between 3-amino-6-chloropyridazines and aryl or heteroaryl halides at room temperature. Comparative experiments involving classical palladium-catalyzed reactions, such as Suzuki, Stille, or Negishi cross-couplings, reveal that the electrochemical method can constitute a reliable alternative tool for biaryl formation. A possible reaction mechanism is proposed on the basis of electrochemical analyses.

  DOI：

  10.1021/jo3022428

文献信息

• An Electrochemical Nickel-Catalyzed Arylation of 3-Amino-6-Chloropyridazines
  作者：Stéphane Sengmany、Arnaud Vitu-Thiebaud、Erwan Le Gall、Sylvie Condon、Eric Léonel、Christine Thobie-Gautier、Muriel Pipelier、Jacques Lebreton、Didier Dubreuil

  DOI：10.1021/jo3022428

  日期：2013.1.18

  3-Amino-6-aryl- and 3-amino-6-heteroarylpyridazines have been obtained in generally good yield using a nickel-catalyzed electrochemical cross-coupling between 3-amino-6-chloropyridazines and aryl or heteroaryl halides at room temperature. Comparative experiments involving classical palladium-catalyzed reactions, such as Suzuki, Stille, or Negishi cross-couplings, reveal that the electrochemical method can constitute a reliable alternative tool for biaryl formation. A possible reaction mechanism is proposed on the basis of electrochemical analyses.