6-bromo-2-phenyl[1,2,4]triazolo[1,5-a]pyrimidine | 120821-71-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-bromo-2-phenyl[1,2,4]triazolo[1,5-a]pyrimidine
• 英文别名: 6-Bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine
• CAS: 120821-71-8
• 化学式: C₁₁H₇BrN₄
• 分子量: 275.107
• InChiKey: HDAITQALVLXMKY-UHFFFAOYSA-N

物化性质

• 熔点：
  151 °C
• 密度：
  1.70±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 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：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-bromo-2-phenyl[1,2,4]triazolo[1,5-a]pyrimidine 在 magnesium 、 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 8.0h， 生成 5-(4-methoxyphenyl)-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
• 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 、 溶剂黄146 作用下， 反应 2.0h， 以44%的产率得到6-bromo-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

• Synthesis of 2-Aryl[1,2,4]triazolo[1,5-<i>a</i>]pyrimidines
  作者：K. Kamala、P. Jayaprasad Rao、K. Kondal Reddy

  DOI：10.1246/bcsj.61.3791

  日期：1988.10

  2-(Aroylamino)pyrimidines (4) have been converted into 1-(2-pyrimidyl)-5-aryl-1H-tetrazoles (6) by treatment with PCl5 followed by azidolysis in aqueous acetone solution. Pyrolysis of 6 in decalin gave 2-aryl[1,2,4]triazolo[1,5-a]pyrimidines (8). A reasonable pathway for the formation of 8 from 6 is suggested. Structures of all the compounds have been established by elemental analysis and spectral

  2-(芳酰氨基)嘧啶(4)已经通过用PCl5处理然后在丙酮水溶液中叠氮分解转化为1-(2-嘧啶基)-5-芳基-1H-四唑(6)。6 在萘烷中的热解得到 2-芳基 [1,2,4] 三唑并 [1,5-a] 嘧啶 (8)。提出了从 6 形成 8 的合理途径。所有化合物的结构均已通过元素分析和光谱数据确定。
• Prasad, V.S.R.; Reddy, K.Kondal, Synthetic Communications, 1990, vol. 20, # 17, p. 2617 - 2622
  作者：Prasad, V.S.R.、Reddy, K.Kondal

  DOI：——

  日期：——
• PRASAD, V. S. R.;REDDY, K. KONDAL, SYNTH. COMMUN., 20,(1990) N7, C. 2617-2622
  作者：PRASAD, V. S. R.、REDDY, K. KONDAL

  DOI：——

  日期：——