3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-1-(4’-nitrophenacyl)-2-methylpyridinium bromide | 1591995-79-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-1-(4’-nitrophenacyl)-2-methylpyridinium bromide
• 英文别名: 3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-2-methyl-1-(4'-nitrophenacyl)pyridinium bromide
• CAS: 1591995-79-7
• 化学式: Br*C₁₆H₁₆N₃O₆
• 分子量: 426.224
• InChiKey: AVZBXKHLUQFHDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.92
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  137.14
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  2-溴-4'-硝基苯乙酮 、 Pyridoxaloxime 在 deep eutectic mixture of choline chloride and oxalic acid in the ratio of 1:1 作用下， 以97 %的产率得到3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-1-(4’-nitrophenacyl)-2-methylpyridinium bromide
  参考文献：
  名称：

  基于氯化胆碱的深共晶溶剂中的 Menshutkin 反应

  摘要：

  发表于国际有机制剂和程序：有机合成新期刊（印刷前，2022 年）

  DOI：

  10.1080/00304948.2022.2117968

文献信息

• An Efficient Synthesis of Pyridoxal Oxime Derivatives under Microwave Irradiation
  作者：Dajana Gašo-Sokač、Valentina Bušić、Mario Cetina、Marijana Jukić

  DOI：10.3390/molecules19067610

  日期：——

  Quaternary salts of pyridoxal oxime have been synthesized by the quaternization of pyridoxal oxime with substituted phenacyl bromides using microwave heating. Microwave-assisted rapid synthesis was done both in solvent (acetone) and under solvent-free conditions. Good to excellent yields (58%-94%) were obtained in acetone in very short reaction times (3-5 min) as well as in the solvent-free procedure

  吡哆醛肟的季盐已通过使用微波加热将吡哆醛肟与取代的苯甲酰溴季铵化而合成。微波辅助快速合成在溶剂（丙酮）和无溶剂条件下进行。在丙酮中在非常短的反应时间（3-5 分钟）以及在无溶剂程序中（42%-78%）在非常短的反应时间（7- 10 分钟）。介绍了制备吡哆醛肟季盐的有效方法，具有环保、易于处理和反应时间较短的优点。通过单晶 X 射线衍射法明确证实了化合物 7 的结构，其中 4-氟苯酰基部分与吡啶环氮原子键合。
• Novel and Cleaner Synthesis of Pyridinium Salts from Pyridoxal Oxime and Substituted Phenacyl Bromides
  作者：Valentina Bušić、Dajana Gašo-Sokač、Spomenka Kovač

  DOI：10.5562/cca2364

  日期：——

  An efficient green synthesis of quaternary pyridinium salts by liquid-assisted grinding (LAG) is reported. A series of reactions of pyridoxal oxime with substituted phenacyl bromides was carried out in a mortar and pestle. This new and cleaner method provides several advantages such as being environmentally friendly, using a simple workup procedure, and affording moderate to excellent yields. All products were deduced from their IR, NMR spectroscopic and elemental analysis data.