7-(4-methoxyphenyl)-2-phenyl[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 - 二嗪类
• 英文名称: 7-(4-methoxyphenyl)-2-phenyl[1,2,4]triazolo[1,5-a]pyrimidine
• 英文别名: 7-(4-methoxyphenyl)-2-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine
• 化学式: C₁₈H₁₄N₄O
• mdl: MFCD21611210
• 分子量: 302.335
• InChiKey: AECNUVLRQAOXBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  4

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  8-苯基-1,5,7,9-四氮杂双环[4.3.0]壬-2,4,6,8-四烯	2-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine	55643-77-1	C11H8N4	196.211

反应信息

• 作为反应物：
  描述：

  2-溴噻吩 、 7-(4-methoxyphenyl)-2-phenyl[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64%的产率得到7-(4-methoxyphenyl)-2-phenyl-5-(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
• 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 7-(4-methoxyphenyl)-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

文献信息

• Direct C7‐H Arylation of Pyrazolo[1,5‐<i>a</i>]azines with Aryl Chlorides
  作者：Thanh V. Q. Nguyen

  DOI：10.1002/chem.202301485

  日期：2023.8.10

  A new protocol for the palladium-catalyzed C−H arylation of pyrazolo[1,5-a]azines, using low-cost and abundant (hetero)aryl chlorides as the coupling partners, and without any stoichiometric metal additives is reported. The structural motif of coupling products can be found in many drugs and organic materials.

  报道了一种钯催化吡唑并[1,5- a ]嗪的C−H芳基化的新方案，使用低成本且丰富的（杂）芳基氯化物作为偶联伙伴，并且没有任何化学计量的金属添加剂。偶联产物的结构基序可以在许多药物和有机材料中找到。
• Synthesis, photophysical and redox properties of the 2,5,7-tri(het)aryl-[1,2,4]triazolo[1,5-a]pyrimidines
  作者：Nikolay A. Rasputin、Nadezhda S. Demina、Roman A. Irgashev、Alexander V. Shchepochkin、Gennady L. Rusinov、Oleg N. Chupakhin、Valery N. Charushin

  DOI：10.24820/ark.5550190.p011.247

  日期：——

  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].