3-(O,N,N-phenylazoxy)oxazolidone-2 | 59478-02-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-(O,N,N-phenylazoxy)oxazolidone-2
• 英文别名: 3-(O,N,N-Phenylazoxy)-2-oxazolidinone；Oxido-[(2-oxo-1,3-oxazolidin-3-yl)imino]-phenylazanium
• CAS: 59478-02-3
• 化学式: C₉H₉N₃O₃
• 分子量: 207.189
• InChiKey: QOKROYWKMVTYGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  70.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氨基噁唑烷-2-酮 、 亚硝基苯 在 甲酸 、 溴 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以29%的产率得到3-(O,N,N-phenylazoxy)oxazolidone-2
  参考文献：
  名称：

  Reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media: A general method for the synthesis of 1-aryl(heteroaryl)-3,3-disubstituted triazene 1-oxides

  摘要：

  We have worked out a method for the synthesis of 1,3,3-trisubstituted triazene 1-oxides based upon reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media. Obtained are a broad range of triazene 1-oxides, among which hitherto unknown compounds of the series of pyrazole and 3,3-dialkyltriazene 1-oxides that contain functional groups at the alkyl part of the molecule. We propose a reaction scheme which includes in situ formation of diazenium cations and reaction of them with nitroso compounds that are present in the system. By means of PMR, C-13, and N-14 NMR spectroscopy, and mass spectroscopy, it has been shown that in all the prepared compounds the oxidated nitrogen atom is at the N1 position of the triazene N-oxide group.

  DOI：

  10.1007/bf00864338

文献信息

• Reaction of 1,1-disubstituted hydrazines with dibromoisocyanurate in the presence of nitrosobenzene
  作者：S. G. Zlotin、O. V. Prokshits、N. F. Karpenko、O. A. Luk'yanov

  DOI：10.1007/bf00957882

  日期：1990.7

  A study was carried out on the reaction of 1,1-disubstituted hydrazines with dibromoisocyanurate in the presence of nitrosobenzene. Depending on the structure of the hydrazine component, the reaction may proceed either to 3,3-disubstituted 2-phenyltriazene 1-oxides or the products of the oxidative dimerization of hydrazine derivatives, namely, 1,1,4,4-tetrasubstituted tetrazenes.
• Reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media: A general method for the synthesis of 1-aryl(heteroaryl)-3,3-disubstituted triazene 1-oxides
  作者：S. G. Zlotin、O. V. Prokshits、N. F. Karpenko、Yu. A. Strelenko、O. A. Luk'yanov

  DOI：10.1007/bf00864338

  日期：1992.8

  We have worked out a method for the synthesis of 1,3,3-trisubstituted triazene 1-oxides based upon reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media. Obtained are a broad range of triazene 1-oxides, among which hitherto unknown compounds of the series of pyrazole and 3,3-dialkyltriazene 1-oxides that contain functional groups at the alkyl part of the molecule. We propose a reaction scheme which includes in situ formation of diazenium cations and reaction of them with nitroso compounds that are present in the system. By means of PMR, C-13, and N-14 NMR spectroscopy, and mass spectroscopy, it has been shown that in all the prepared compounds the oxidated nitrogen atom is at the N1 position of the triazene N-oxide group.