2-benzyl-4,5-bis(methylthio)pyridazin-3(2H)-one | 415713-55-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-benzyl-4,5-bis(methylthio)pyridazin-3(2H)-one
• 英文别名: Pyridazin-3(2H)-one, 2-benzyl-4,5-di(methylthio)-；2-benzyl-4,5-bis(methylsulfanyl)pyridazin-3-one
• CAS: 415713-55-2
• 化学式: C₁₃H₁₄N₂OS₂
• 分子量: 278.399
• InChiKey: FOHALHRIIQMVHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  83.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二甲基二硫 、 2-苄基-4,5-二溴吡嗪-3(2H)-酮 在 正丁基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 0.8h， 以58%的产率得到2-benzyl-4,5-bis(methylthio)pyridazin-3(2H)-one
  参考文献：
  名称：

  Synthesis of Functionalized Pyridazin-3(2H)-ones via Bromine−Magnesium Exchange on Bromopyridazin-3(2H)-ones

  摘要：

  The potential of halogen-magnesium exchange reactions, followed by quenching with elect rophiles, for the functionalization of the pyridazin-3(2H)-one core was investigated. 2-Benzyl-4-bromo-5-methoxy-(1), 2-benzyl-5-bromo-4-methoxy- (4), and 2-benzyl-4,5-dibromopyridazin-3(2H)-one (10) were selected as readily available model substrates. While I and 10 gave exclusively C-4 metalation, a tandem reaction involving nucleophilic substitution via addition elimination and bromine-magnesium exchange was observed with 4.

  DOI：

  10.1021/jo9020985

文献信息

• Synthesis of Functionalized Pyridazin-3(2<i>H</i>)-ones via Bromine−Magnesium Exchange on Bromopyridazin-3(2<i>H</i>)-ones
  作者：Oxana Ryabtsova、Tom Verhelst、Mattijs Baeten、Christophe M. L. Vande Velde、Bert U. W. Maes

  DOI：10.1021/jo9020985

  日期：2009.12.18

  The potential of halogen-magnesium exchange reactions, followed by quenching with elect rophiles, for the functionalization of the pyridazin-3(2H)-one core was investigated. 2-Benzyl-4-bromo-5-methoxy-(1), 2-benzyl-5-bromo-4-methoxy- (4), and 2-benzyl-4,5-dibromopyridazin-3(2H)-one (10) were selected as readily available model substrates. While I and 10 gave exclusively C-4 metalation, a tandem reaction involving nucleophilic substitution via addition elimination and bromine-magnesium exchange was observed with 4.