4-(5-formyl-2-furyl)-2-methylthiopyrimidine

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-(5-formyl-2-furyl)-2-methylthiopyrimidine
• 英文别名: 5-(2-Methylsulfanylpyrimidin-4-yl)furan-2-carbaldehyde
• 化学式: C₁₀H₈N₂O₂S
• 分子量: 220.252
• InChiKey: AXCJZAIWXDASJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-碘-2-甲基磺酰基嘧啶 在 bis(triphenylphosphine)palladium(II)-chloride 、 三丁基锡锂 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 4-(5-formyl-2-furyl)-2-methylthiopyrimidine
  参考文献：
  名称：

  Stannylation in the electrophilic 2- and 4/6-pyrimidine position and the use of Stannylpyrimidines in coupling and Tin-lithium exchange reactions.

  摘要：

  2-Stannylpyrimidines have been prepared by stannyl anion substitution in 2-chloropyrimidines. Stannylation in the 4-position was via the iodo-derivative or via the 4-lithio derivative and lithium-tin transmetallation. Tin-lithium exchange in the 2-position resulted in 2-lithiopyrimidine. Ketones were formed from the stannylpyrimidines and acid chlorides, aryl bromides required Pd-catalysis for coupling reaction.

  DOI：

  10.1016/s0040-4020(01)80750-x

文献信息

• Stannylation in the electrophilic 2- and 4/6-pyrimidine position and the use of Stannylpyrimidines in coupling and Tin-lithium exchange reactions.
  作者：Jessie Sandosham、Kjell Undheim

  DOI：10.1016/s0040-4020(01)80750-x

  日期：1994.4

  2-Stannylpyrimidines have been prepared by stannyl anion substitution in 2-chloropyrimidines. Stannylation in the 4-position was via the iodo-derivative or via the 4-lithio derivative and lithium-tin transmetallation. Tin-lithium exchange in the 2-position resulted in 2-lithiopyrimidine. Ketones were formed from the stannylpyrimidines and acid chlorides, aryl bromides required Pd-catalysis for coupling reaction.