2-phenyl-7-(thien-2-yl)-[1,2,4]triazolo[1,5-a]pyrimidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-phenyl-7-(thien-2-yl)-[1,2,4]triazolo[1,5-a]pyrimidine
• 英文别名: 2-Phenyl-7-(2-thienyl)[1,2,4]triazolo[1,5-a]pyrimidine；2-phenyl-7-thiophen-2-yl-[1,2,4]triazolo[1,5-a]pyrimidine
• 化学式: C₁₅H₁₀N₄S
• 分子量: 278.337
• InChiKey: NCHPMVKSFQHWKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-溴-N,N-二甲基苯胺 、 2-phenyl-7-(thien-2-yl)-[1,2,4]triazolo[1,5-a]pyrimidine 在 magnesium 、 氧气 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以58%的产率得到7-(thien-2-yl)-5-[4-(N,N-dimethylamino)phenyl]-2-phenyl[1,2,4]triazolo[1,5-a]pyrimidine
  参考文献：
  名称：

  Synthesis, photophysical and redox properties of the 2,5,7-tri(het)aryl-[1,2,4]triazolo[1,5-a]pyrimidines

  摘要：

  A number of Y-type push-pull compounds based on the [1,2,4]triazolo[1,5-a]pyrimidine core, namely 5,7-di(het)aryl-substituted 2-phenyl-[1,2,4]triazolo[1,5-a]pyrimidines, were obtained by transition metal free nucleophilic C-H functionalization. Substituents at both the C-5 and C-7 positions were introduced by successive treatment of the starting 6-bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine with Grignard reagents. In addition, the optical and electrochemical properties of the synthesized push-pull systems were studied.[GRAPHICS].

  DOI：

  10.24820/ark.5550190.p011.247
• 作为产物：
  描述：

  8-苯基-1,5,7,9-四氮杂双环[4.3.0]壬-2,4,6,8-四烯 在 溴 、 magnesium 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 5.0h， 生成 2-phenyl-7-(thien-2-yl)-[1,2,4]triazolo[1,5-a]pyrimidine
  参考文献：
  名称：

  Synthesis, photophysical and redox properties of the 2,5,7-tri(het)aryl-[1,2,4]triazolo[1,5-a]pyrimidines

  摘要：

  A number of Y-type push-pull compounds based on the [1,2,4]triazolo[1,5-a]pyrimidine core, namely 5,7-di(het)aryl-substituted 2-phenyl-[1,2,4]triazolo[1,5-a]pyrimidines, were obtained by transition metal free nucleophilic C-H functionalization. Substituents at both the C-5 and C-7 positions were introduced by successive treatment of the starting 6-bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine with Grignard reagents. In addition, the optical and electrochemical properties of the synthesized push-pull systems were studied.[GRAPHICS].

  DOI：

  10.24820/ark.5550190.p011.247