2-{[1-Phenyl-meth-(E)-ylidene]-amino}-2H-naphtho[2,3-d][1,2,3]triazole-4,9-dione | 189879-50-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-{[1-Phenyl-meth-(E)-ylidene]-amino}-2H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
• 英文别名: 2-(Benzylideneamino)benzo[f]benzotriazole-4,9-dione；2-(benzylideneamino)benzo[f]benzotriazole-4,9-dione
• CAS: 189879-50-3
• 化学式: C₁₇H₁₀N₄O₂
• 分子量: 302.292
• InChiKey: PIAFRFLNEYAEQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(triphenylphosphanylideneamino)naphtho-1,2,3-triazole-4,9-dione 在 盐酸 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 2-{[1-Phenyl-meth-(E)-ylidene]-amino}-2H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
  参考文献：
  名称：

  Synthesis of 2-Amino-1,2,3-triazole Derivatives from Vicinal Diazides

  摘要：

  Triphenylphosphine reacts with naphthoquinone diazide to form almost quantitatively the phosphorane of a unique 2-amino-1,2,3-triazole derivative. This compound undergoes an aza-Wittig reaction with aldehydes and is readily hydrolyzed to the free 2-amino-1,2,3-triazole. The free amine reacts normally with acids and aldehydes, The 2-amino-1,2,3-triazole system is stable and high melting, and most derivatives give the parent ion as the largest peak in the mass spectrum. The compounds absorb at 300-350 nm with a strong emission in the range 500-700 nm, depending upon the substituents. Cyclic voltammetry shows one reversible, single-electron reduction wave.

  DOI：

  10.1021/jo970197m

文献信息

• Synthesis of 2-Amino-1,2,3-triazole Derivatives from Vicinal Diazides
  作者：Duoli Sun、William H. Watson

  DOI：10.1021/jo970197m

  日期：1997.6.13

  Triphenylphosphine reacts with naphthoquinone diazide to form almost quantitatively the phosphorane of a unique 2-amino-1,2,3-triazole derivative. This compound undergoes an aza-Wittig reaction with aldehydes and is readily hydrolyzed to the free 2-amino-1,2,3-triazole. The free amine reacts normally with acids and aldehydes, The 2-amino-1,2,3-triazole system is stable and high melting, and most derivatives give the parent ion as the largest peak in the mass spectrum. The compounds absorb at 300-350 nm with a strong emission in the range 500-700 nm, depending upon the substituents. Cyclic voltammetry shows one reversible, single-electron reduction wave.