3,5-di(pyridin-2-yl)-1,2,4-oxadiazole 4-oxide | 111750-61-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,5-di(pyridin-2-yl)-1,2,4-oxadiazole 4-oxide
• 英文别名: 4-Oxido-3,5-dipyridin-2-yl-1,2,4-oxadiazol-4-ium
• CAS: 111750-61-9
• 化学式: C₁₂H₈N₄O₂
• 分子量: 240.221
• InChiKey: XRGUQFOXWYXBCF-UHFFFAOYSA-N

物化性质

• 熔点：
  174-175 °C(Solv: ethanol (64-17-5); acetone (67-64-1))
• 沸点：
  481.5±43.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,5-di(pyridin-2-yl)-1,2,4-oxadiazole 4-oxide 在 三甲氧基磷 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 3,5-bis(2-pyridyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  HNO made-easy from photochemical cycloreversion of novel 3,5-heterocyclic disubstituted 1,2,4-oxadiazole-4-oxides

  摘要：

  A variety of symmetric and asymmetric 3,5-heterocyclic disubstituted 1,2,4-oxadiazole-4-oxides have been prepared through cycloaddition of aromatic and heteroaromatic nitrile oxides to heteroaromatic amidoximes. A library of novel, fully characterized, 1,2,4-oxadiazole-4-oxides has been obtained as valuable precursors, upon photochemical activation, of new nitrosocarbonyl intermediates. The photochemical cycloreversion of the 1,2,4-oxadiazole-4-oxides was investigated from the computational point of view and the hydrolysis of the generated nitrosocarbonyl intermediates in water constituted the way for an easy-made HNO generation process because of the photochemical behavior of the parent compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.067
• 作为产物：
  描述：

  2-吡啶甲醛肟 在 碘苯二乙酸 作用下， 以13%的产率得到3,5-di(pyridin-2-yl)-1,2,4-oxadiazole 4-oxide
  参考文献：
  名称：

  Iodine(III)-Mediated [3 + 2] Cyclization for One-Pot Synthesis of Benzo[d]isoxazole-4,7-diols in Aqueous Medium

  摘要：

  A one-pot [3 + 2] cycloadditive synthesis of benzo[d]isoxazole-4,7-diols in aqueous medium was carried out via nitrile oxides and benzoquinone intermediates by taking advantage of iodobenzene diacetate as an oxidant. This method can also be used to synthesize benzodiisoxazole-4,8-diols, isoxazolo[5,4-a]phenazines, and indazole-4,7-diols, which are difficult to obtain by classical methods.

  DOI：

  10.1021/jo401077q

文献信息

• SUMENGEN D., CHIM. ACTA TURC., 13,(1985) N 3, 393-402
  作者：SUMENGEN D.

  DOI：——

  日期：——