2-(3,4-dimethoxyphenyl)pyrazine | 76177-53-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3,4-dimethoxyphenyl)pyrazine
• CAS: 76177-53-2
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: RIFZJPQUMRDJTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-(3,4-dimethoxyphenyl)pyrazine-2,3-dicarbonitrile 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以44%的产率得到2-(3,4-dimethoxyphenyl)pyrazine
  参考文献：
  名称：

  客体阳离子对具有冠醚部分的吡嗪衍生物光反应性的影响

  摘要：

  4'-(5,6-二氰基-2-基)苯并-15-冠-5(1)或4-(5,6-二氰基-2-基)-1,2-二甲氧基苯的乙腈溶液的辐照(2) 在三乙胺存在下得到单脱氰基衍生物 (3 或 4) 和双脱氰基衍生物 (5 或 6)。钠离子刺激冠醚衍生物的反应。

  DOI：

  10.1246/cl.1980.921

文献信息

• The Photochemistry of the Host-Guest Complex. VII. The Photoreaction of Dicyanopyrazine Derivatives Having a Crown Ether Moiety
  作者：Masaru Tada、Hirohide Hamazaki、Hideki Hirano

  DOI：10.1246/bcsj.55.3865

  日期：1982.12

  gave bis(decyano) derivatives on further irradiation. Free-energy changes upon single-electron transter from the amine to the excited state of dicyanopyrazine derivatives are exothermic for triethylamine and diethylamine, but endothermic for butylamine. The single-electron transfer was evidenced by the effect of the sodium ion on the quantum yields of the reaction products and the fluorescence quenching

  4'-(5,6-二氰基-2-吡嗪基)苯并-15-冠-5和5,6-二氰基-2-(3,4-二甲氧基苯基)吡嗪在叔胺或仲胺存在下的辐照导致还原脱氰作用得到 5-脱氰衍生物，进而在进一步照射下产生双（脱氰）衍生物。从胺到二氰基吡嗪衍生物的激发态的单电子转移时的自由能变化对于三乙胺和二乙胺是放热的，而对于丁胺是吸热的。钠离子对反应产物的量子产率和荧光猝灭的影响证明了单电子转移。
• Phenylpyrazine derivatives, processes for preparing them, pharmaceutical composition and use
  申请人：SUNTORY LIMITED

  公开号：EP0204172B1

  公开（公告）日：1990-09-19
• Magnetically Reusable Fe3O4‐CuO Nanoparticles as Catalyst for the Synthesis of Aryl‐Substituted Fluorescent Pyrazines for Fe Sensing and Ink Applications
  作者：Dibya Das、Tanmayee Mohanta、Ashis Kumar Jena

  DOI：10.1002/ejoc.202400259

  日期：2024.8.19

  Abstract. Synthesis of substituted pyrazines from readily available methyl aryl/heteroaryl ketones and 1,2‐diamines were achieved using highly stable and reusable ferrite stabilized copper nanoparticles (Fe3O4‐CuO) as catalyst. The reaction proceeds via cascade imine formation‐oxidative cyclization method under oxygen atmosphere. The nanocatalysts were easily recovered and reused upto three consecutive cycles without any significant decrease in particle size, catalytic activity and reaction yield as evidenced from analytical techniques such as Transmission Electron Microscopy (TEM) and Powder X‐Ray Diffraction (PXRD). The synthesized pyrazines exhibited photophysical , behaviour, displayed large stoke shift and explored as fluorescent probe for the sensitive as well as selective “turn‐off” detection of iron with a limit of detection of 0.63 µM. The sensing method has also useful for the quantification of iron in spiked water samples. Furthermore, the application of luminescent pyrazine as fluorescent ink was successfully demonstrated.