7-phenylthieno[2,3-b]pyrazine

• 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: 7-phenylthieno[2,3-b]pyrazine
• 英文别名: 7-Phenylthieno[2,3-b]pyrazine
• 化学式: C₁₂H₈N₂S
• 分子量: 212.275
• InChiKey: BXRNCKNXKCGIIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N-二甲基苯甲酰胺 在 正丁基锂 、 sodium hydrosulfide hydrate 、 palladium 10% on activated carbon 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 14.0h， 生成 7-phenylthieno[2,3-b]pyrazine
  参考文献：
  名称：

  A Convenient Two-Step Synthesis of 7-Aryl-6,7-dihydrothieno[2,3-b]pyrazines from Aryl(3-chloropyrazin-2-yl)methanones

  摘要：

  An efficient method for the preparation of 7-aryl-6,7-dihydrothieno[2,3-b]pyrazines (3) under mild conditions has been developed. The reaction of aryl(3-chloropyrazin-2-yl)methanones (1), derived from commercially available 2-chloropyrazine, with methylenetriphenylphosphorane in THF at room temperature gave the corresponding 2-(1-arylethenyl)-3-chloropyrazines (2), which were treated with NaSH center dot nH(2)O in DMF at room temperature to lead to the desired products (3) in acceptable yields. These products are dehydrogenated with air in refluxing toluene in the presence of a catalytic amount of Pd/C to yield the corresponding 7-arylthieno [2,3-b]pyrazines (4).

  DOI：

  10.3987/com-13-12728

文献信息

• A Convenient Two-Step Synthesis of 7-Aryl-6,7-dihydrothieno[2,3-b]pyrazines from Aryl(3-chloropyrazin-2-yl)methanones
  作者：Kazuhiro Kobayashi、Teruhiko Suzuki

  DOI：10.3987/com-13-12728

  日期：——

  An efficient method for the preparation of 7-aryl-6,7-dihydrothieno[2,3-b]pyrazines (3) under mild conditions has been developed. The reaction of aryl(3-chloropyrazin-2-yl)methanones (1), derived from commercially available 2-chloropyrazine, with methylenetriphenylphosphorane in THF at room temperature gave the corresponding 2-(1-arylethenyl)-3-chloropyrazines (2), which were treated with NaSH center dot nH(2)O in DMF at room temperature to lead to the desired products (3) in acceptable yields. These products are dehydrogenated with air in refluxing toluene in the presence of a catalytic amount of Pd/C to yield the corresponding 7-arylthieno [2,3-b]pyrazines (4).