N-Benzoyl-2-(4'-nitrophenyl)-4,5-dimethyl-1,2,3-triazol-1-imine | 138815-33-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-Benzoyl-2-(4'-nitrophenyl)-4,5-dimethyl-1,2,3-triazol-1-imine
• 英文别名: N-[4,5-dimethyl-2-(4-nitrophenyl)triazol-1-ium-1-yl]benzenecarboximidate
• CAS: 138815-33-5
• 化学式: C₁₇H₁₅N₅O₃
• 分子量: 337.338
• InChiKey: PBXDRVLLOOCWIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-Benzoyl-2-(4'-nitrophenyl)-4,5-dimethyl-1,2,3-triazol-1-imine 、 丁炔二酸二甲酯 以 甲苯 为溶剂， 以23%的产率得到5-{[(Z)-Benzoylimino]-methoxycarbonyl-methyl}-4,6-dimethyl-2-(4-nitro-phenyl)-2,5-dihydro-[1,2,3]triazine-5-carboxylic acid methyl ester
  参考文献：
  名称：

  1,2,3-三唑-1-亚胺。第3部分：2-芳基-N-芳酰基-4,5-二甲基-1,2,3-三唑-1-亚胺与乙炔二羧酸二甲酯的串联1,3环加成-重排和开链反应

  摘要：

  描述了在室温和回流甲苯条件下，2-芳基-N-芳酰基-4,5-二甲基-1,2,3-三唑-1-亚胺与DMAD的串联1,3环加成-重排和开链反应。

  DOI：

  10.1016/s0040-4039(00)01858-x
• 作为产物：
  描述：

  biacetyl benzoylhydrazone (p-nitrophenyl)hydrazone 在 lead(IV) acetate 作用下， 以 乙腈 为溶剂， 以57%的产率得到N-Benzoyl-2-(4'-nitrophenyl)-4,5-dimethyl-1,2,3-triazol-1-imine
  参考文献：
  名称：

  1,2,3-Triazol-1-imines. 1. The synthesis and lead tetraacetate oxidation of biacetyl benzoylhydrazone arylhydrazones to the novel 2-aryl-N-benzoyl-4,5-dimethyl-1,2,3-triazol-1-imines

  摘要：

  The synthesis and the Pb(OAc)4 oxidation of the mixed bishydrazones of biacetyl 7 was studied. The formation of the novel N-benzoyl-1,2,3-triazol-1-imines 9 from the oxidation of 7 provided support to the proposed in the past mechanism for the oxidation of bis-aroylhydrazones of alpha-dicarbonyl compounds 4. Thermolysis and photolysis of 9a in DMSO was carried out. The results suggested that benzoylnitrene was formed in the photochemical reaction, and therefore compounds such as 9 could serve as non-azide aroyl nitrene precursors. For 9a the results of the X-ray analysis were correlated with charge densities and bond orders gleaned by the MNDO method. Product 9d was alternatively synthesized by the addition of photochemically generated benzoylnitrene to the 1,2,3-triazole 21.

  DOI：

  10.1021/jo00034a013