3,3-dimethyl-1-(p-dimethylaminophenyl)triazene-1-oxide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3,3-dimethyl-1-(p-dimethylaminophenyl)triazene-1-oxide
• 英文别名: [4-(Dimethylamino)phenyl]-(dimethylhydrazinylidene)-oxidoazanium；[4-(dimethylamino)phenyl]-(dimethylhydrazinylidene)-oxidoazanium
• 化学式: C₁₀H₁₆N₄O
• 分子量: 208.263
• InChiKey: XIQYCQVRPCGMBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  偏二甲肼 、 N,N-二甲基-4-亚硝基苯胺 在 甲酸 、 溴 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以40%的产率得到3,3-dimethyl-1-(p-dimethylaminophenyl)triazene-1-oxide
  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

• 3,3-Dialkyl-1-(substituted-phenyl) triazene-1-oxides
  申请人：Eli Lilly and Company

  公开号：US03989680A1

  公开（公告）日：1976-11-02

  3,3-Dialkyl-1-(substituted-phenyl)triazene-1-oxides and N-phenylazo heterocyclic compounds having anti-inflammatory properties.

  具有抗炎性能的3,3-二烷基-1-(取代苯基)三氮烯-1-氧化物和N-苯基偶氮杂环化合物。
• 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.