5-chloro-3-methoxy-1H-pyrazine-2-thione | 1015075-08-7

• 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: 5-chloro-3-methoxy-1H-pyrazine-2-thione
• CAS: 1015075-08-7
• 化学式: C₅H₅ClN₂OS
• 分子量: 176.626
• InChiKey: ZFZHDIYOFUMORY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  65.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(4-methoxybenzyl)-5-chloro-3-methoxypyrazin-2-(1H)-thione 在 三氟乙酸 、 sodium iodide 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 5-chloro-3-methoxy-1H-pyrazine-2-thione
  参考文献：
  名称：

  A Novel and Versatile Entry to Asymmetrically Substituted Pyrazines

  摘要：

  A novel and convenient procedure for the synthesis of asymmetrically tri- and tetrasubstituted pyrazines starting from para-methoxybenzyl-protected 3,5-dichloro-2(1H)-pyrazinones was elaborated. The key step is the conversion of the intermediate para-methoxybenzyl-protected thiopyrazinone upon treatment with MeI/I-2, into a pyrazine, rendering the chlorine in the C5-position susceptible to substitution. This approach entails the orthogonal introduction of the four substituents of the pyrazine scaffold. The application of microwave irradiation during different steps of the sequence has been shown to be highly valuable for speeding up reactions.

  DOI：

  10.1021/jo702656v