dimethyl 2-(2-(2-(nitroamino)phenyl)hydrazono)malonate | 1254183-93-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dimethyl 2-(2-(2-(nitroamino)phenyl)hydrazono)malonate
• 英文别名: Dimethyl 2-[(2-nitramidophenyl)hydrazinylidene]propanedioate
• CAS: 1254183-93-1
• 化学式: C₁₁H₁₂N₄O₆
• 分子量: 296.239
• InChiKey: IFEAGDIMCOGLKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1-硝基苯并三唑 、 丙二酸二甲酯 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 以80%的产率得到dimethyl 2-(2-(2-(nitroamino)phenyl)hydrazono)malonate
  参考文献：
  名称：

  Reaction of N-Nitro-benzotriazole with Nucleophiles

  摘要：

  N-Nitro-benzotriazole 1 reacts with various C-nucleophiles 2 in tetrahydrofuran at room temperature to afford o-nitramidophenylazo-compounds 3a-f and o-nitramidophenyl hydrazones 3g-l, respectively. Reaction of 1 with sodium azide in aqueous acetonitrile gives a reactive 2-azidophenylnitramide intermediate 4 which is trapped by Cu-catalyzed 1,3-dipolar cycloadition with phenyl acetylene to afford 1-o-nitramidophenyl-4-phenyl-1,2,3-triazole 5. Reaction of 1 with trimethylsilylcyanide affords 3-amino-benzo[e][1,2,4]triazine 6.

  DOI：

  10.1080/00397910903353754

文献信息

• Reaction of <i>N</i>-Nitro-benzotriazole with Nucleophiles
  作者：Moritz Uhde、Thomas Ziegler

  DOI：10.1080/00397910903353754

  日期：2010.9.20

  N-Nitro-benzotriazole 1 reacts with various C-nucleophiles 2 in tetrahydrofuran at room temperature to afford o-nitramidophenylazo-compounds 3a-f and o-nitramidophenyl hydrazones 3g-l, respectively. Reaction of 1 with sodium azide in aqueous acetonitrile gives a reactive 2-azidophenylnitramide intermediate 4 which is trapped by Cu-catalyzed 1,3-dipolar cycloadition with phenyl acetylene to afford 1-o-nitramidophenyl-4-phenyl-1,2,3-triazole 5. Reaction of 1 with trimethylsilylcyanide affords 3-amino-benzo[e][1,2,4]triazine 6.