4-ethoxy-3-nitro-2-(1-nitro-2,3,3-trichloro-2-propenylidene)benzazetine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-ethoxy-3-nitro-2-(1-nitro-2,3,3-trichloro-2-propenylidene)benzazetine
• 英文别名: (8Z)-3-ethoxy-2-nitro-8-(2,3,3-trichloro-1-nitroprop-2-en-1-ylidene)-7-azabicyclo[4.2.0]octa-1,3,5-triene；(8Z)-3-ethoxy-2-nitro-8-(2,3,3-trichloro-1-nitroprop-2-enylidene)-7-azabicyclo[4.2.0]octa-1(6),2,4-triene
• 化学式: C₁₂H₈Cl₃N₃O₅
• 分子量: 380.572
• InChiKey: PZZKSRRVUISBRV-LUAWRHEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  叔丁胺 、 4-ethoxy-3-nitro-2-(1-nitro-2,3,3-trichloro-2-propenylidene)benzazetine 以 苯 为溶剂， 反应 4.0h， 以97%的产率得到2,3,3-trichloro-1-(4-ethoxy-3-nitrobenzazet-2-yl)-2-propene-1-nitronic acid tert-butylammonium salt
  参考文献：
  名称：

  Synthesis and Spectral Characteristics of Unsymmetrical Porphirazines with Triphrnylmethyl Groups

  摘要：

  Nitration of 4-alkoxy (Alk = Me, Et)-2-(1-nitro-2,3,3-tricbloro-2-propenylidene)benzazetines with anhydrous HNO3 in glacial acetic acid afforded the corresponding 4-alkoxy-3-nitro-2-(1-nitro-2,-3,3-trichloro-2-propenylidene)benzazetines. Reaction of compounds obtained with amines involved an isornerization of the benzazetine system into a benzazete one accompanied with conversion of the nitro compound into an aci-form. As a result formed 2,3,3-trichloro-1-(4-alkoxy-3-nitrobenzazet-2-yl)-2-propene-1-nitronic acids salts. The reaction of 4-methoxy-3-nitro-2-(1-nitro-2,3,3-trichloro-2- propenylidene)benzazetine with benzoyl chloride furnished as final product a mixed anhydride of 2,3,3-trichloro- 1-(4-alkoxy-3-nitrobenzazet-2-yl)-2-propene-1-nitronic acid.

  DOI：

  10.1023/b:rujo.0000043722.09128.17
• 作为产物：
  描述：

  2-(1-nitro-2,3,3-trichloro-2-propenylidene)-4-ethoxybenzazetine 在 硝酸 作用下， 以 溶剂黄146 为溶剂， 反应 6.0h， 以95%的产率得到4-ethoxy-3-nitro-2-(1-nitro-2,3,3-trichloro-2-propenylidene)benzazetine
  参考文献：
  名称：

  Synthesis and Spectral Characteristics of Unsymmetrical Porphirazines with Triphrnylmethyl Groups

  摘要：

  Nitration of 4-alkoxy (Alk = Me, Et)-2-(1-nitro-2,3,3-tricbloro-2-propenylidene)benzazetines with anhydrous HNO3 in glacial acetic acid afforded the corresponding 4-alkoxy-3-nitro-2-(1-nitro-2,-3,3-trichloro-2-propenylidene)benzazetines. Reaction of compounds obtained with amines involved an isornerization of the benzazetine system into a benzazete one accompanied with conversion of the nitro compound into an aci-form. As a result formed 2,3,3-trichloro-1-(4-alkoxy-3-nitrobenzazet-2-yl)-2-propene-1-nitronic acids salts. The reaction of 4-methoxy-3-nitro-2-(1-nitro-2,3,3-trichloro-2- propenylidene)benzazetine with benzoyl chloride furnished as final product a mixed anhydride of 2,3,3-trichloro- 1-(4-alkoxy-3-nitrobenzazet-2-yl)-2-propene-1-nitronic acid.

  DOI：

  10.1023/b:rujo.0000043722.09128.17