3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-2-methyl-1-(2'-methoxyphenacyl)pyridinium bromide | 1400288-17-6

• 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-2-methyl-1-(2'-methoxyphenacyl)pyridinium bromide
• 英文别名: 3-Hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-2-methyl-1-(2'-methoxyphenacyl) pyridinium bromide；2-[3-hydroxy-4-(hydroxyiminomethyl)-5-(hydroxymethyl)-2-methylpyridin-1-ium-1-yl]-1-(2-methoxyphenyl)ethanone;bromide
• CAS: 1400288-17-6
• 化学式: Br*C₁₇H₁₉N₂O₅
• 分子量: 411.252
• InChiKey: PJQWJNHFWTVKKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.82
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  邻甲氧基-2-溴苯乙酮 、 Pyridoxaloxime 以 丙酮 为溶剂， 反应 0.08h， 以58%的产率得到3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-2-methyl-1-(2'-methoxyphenacyl)pyridinium bromide
  参考文献：
  名称：

  在微波辐射下有效合成吡哆醛肟衍生物。

  摘要：

  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。

  DOI：

  10.3390/molecules19067610

文献信息

• Extensive Intramolecular and Intermolecular Interactions in Two Quaternary Salts of the Pyridoxal Oxime
  作者：Mario Cetina、Ante Nagl、Dajana Gašo-Sokač、Spomenka Kovač、Valentina Bušić、Dijana Saftić

  DOI：10.1007/s10870-012-0312-y

  日期：2012.7

  Two derivatives of pyridoxal oxime (1) were prepared by quaternization of pyridoxal oxime with phenacyl bromide and 2-methoxyphenacyl bromide. The crystal structures of the 1-phenacyl-3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-2-methylpyridinium bromide (2) and the novel 3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-2-methyl-1-(2′-methoxyphenacyl) pyridinium bromide (3) have been determined by

  吡哆醛肟的两种衍生物 (1) 通过吡哆醛肟与苯甲酰溴和 2-甲氧基苯甲酰溴的季铵化制备。1-phenacyl-3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-2-methylpyridinium bromide (2) 和新型 3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-2-methyl-1-( 2'-甲氧基苯甲酰溴化吡啶鎓 (3) 已通过 X 射线衍射法测定。这两种吡哆醛肟苯甲酰基衍生物的构象被许多分子内氢键锁定。2和3中的O-H···Br、C-H···Br和C-H···O氢键形成复杂的三维网络。3的超分子结构还包含连接相邻阳离子的C-H···π和π···π相互作用。图形摘要在吡哆醛肟的两种衍生物中，
• Menshutkin Reaction in Choline Chloride-based Deep Eutectic Solvents
  作者：V. Bušić、D. Gašo-Sokač

  DOI：10.1080/00304948.2022.2117968

  日期：2023.3.4

  Published in Organic Preparations and Procedures International: The New Journal for Organic Synthesis (Vol. 55, No. 2, 2023)

  发表于国际有机制剂和程序：有机合成新期刊（印刷前，2022 年）
• 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.