3,6-bis(phenoxy)pyrazine-2,3-dicarbonitrile | 72114-13-7

• 物质功能分类: 医药中间体 - 吡嗪类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,6-bis(phenoxy)pyrazine-2,3-dicarbonitrile
• 英文别名: 5,6-diphenoxy-pyrazine-2,3-dicarbonitrile；5,6-Diphenoxypyrazine-2,3-dicarbonitrile
• CAS: 72114-13-7
• 化学式: C₁₈H₁₀N₄O₂
• 分子量: 314.303
• InChiKey: XHDIRKKCTDGJQF-UHFFFAOYSA-N

物化性质

• 沸点：
  475.9±45.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5,6-二氯-2,3-二氰基吡嗪 、 苯酚 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以65%的产率得到3,6-bis(phenoxy)pyrazine-2,3-dicarbonitrile
  参考文献：
  名称：

  Preparation of Octa(alkoxy) Azaphthalocyanines.

  摘要：

  5,6-Bis(alkoxy) pyrazine-2,3-dicarbonitriles 3, with methoxy-, ethoxy- and propoxy-substituents, were allowed to react with magnesium alkoxides to form the corresponding magnesium octa(alkoxy) azaphthalocyanines 5a,d,e. Compound 5a was converted into the metal-free azaphthalocyanine 5b, and to the copper complex 5c. The propoxy substituted magnesium azaphthalocyanine 5e was converted to the metal free azaphthalocyanine 5f. Both 5e and 5f are readily soluble in organic solvents. The stable intermediate methyl 2,3-di(methoxy)-6-cyanopyrazine-5-carboximidate 4, was obtained both from a reaction of 5,6-dichloropyrazine-2,3-dicarbonitrile 1, with sodium methoxide in methanol, and in a sodium methoxide catalyzed reaction of 3a with ammonia in methanol. Compound 4 was converted into 5a with magnesium methoxide, and is therefore an intermediate between 3a and 5a.

  DOI：

  10.3891/acta.chem.scand.53-1117