2-chloro-N-[[3-[[(2-chloroacetyl)amino]methyl]-2-methoxy-5-nitrophenyl]methyl]acetamide | 185455-01-0

• 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: 2-chloro-N-[[3-[[(2-chloroacetyl)amino]methyl]-2-methoxy-5-nitrophenyl]methyl]acetamide
• CAS: 185455-01-0
• 化学式: C₁₃H₁₅Cl₂N₃O₅
• 分子量: 364.185
• InChiKey: OQAZFELRQWOPJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  695.8±55.0 °C(Predicted)
• 密度：
  1.408±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-chloro-N-[[3-[[(2-chloroacetyl)amino]methyl]-2-methoxy-5-nitrophenyl]methyl]acetamide 在 sodium carbonate 、 lithium iodide 作用下， 以 吡啶 、 乙腈 为溶剂， 反应 12.0h， 生成 21-Hydroxy-19-nitro-9-oxa-6,12-dithia-3,15-diaza-bicyclo[15.3.1]henicosa-1(20),17(21),18-triene-4,14-dione
  参考文献：
  名称：

  Synthesis of Proton-Ionizable p-Nitrophenol-Containing Tetraazacrown and Diazadithiacrown Ethers from an Aromatic Building Block Prepared via the Einhorn Reaction

  摘要：

  A series of p-nitroanisole-containing tetraazacrown (14-18), diazacryptand (22), and diazadithia-crown (23-25) macrocycles has been prepared by treating the appropriate secondary diamine, diazacrown, or dimercaptan with 2,6-bis[(2 -chloroacetamido)methyl]-4-nitroanisole (BB). Five of these p-nitroanisole-containing macrocycles were reported earlier. Four new bis(p-nitroanisole)-containing macrocycles resulting from a 2 + 2 macrocyclization of diamine or dimercaptan with BE were also isolated. Six of the p-nitroanisole-containing macrocycles (16, 17, 22-25) were converted to the p-nitrophenol-containing macrocycles (27-32) on treatment with LiI in refluxing pyridine. Thermodynamic quantities (log K, Delta H, and T Delta S) for the interactions of four new compounds (24, 27, 31, and 32) with Na+, K+, Ba2+, Ag+, and Pb2+ were evaluated by calorimetric titration at 25.0 degrees C in either 70% or absolute methanol solution. The compounds show strong interactions with Ag+ and Pb2+ but very weak interactions with Na+, K+, and Ba2+. Ligand 31 exhibited high selectivity for Ag+ over Pb2+. X-ray crystal structures were obtained for diazadithia macrocycle 23 and the Ag+-31 complex.

  DOI：

  10.1021/jo980414z
• 作为产物：
  描述：

  氯乙酰胺-N-甲醇 、 4-硝基苯甲醚 以 硫酸 为溶剂， 反应 36.0h， 以87%的产率得到2-chloro-N-[[3-[[(2-chloroacetyl)amino]methyl]-2-methoxy-5-nitrophenyl]methyl]acetamide
  参考文献：
  名称：

  Einhorn Reaction for the Synthesis of Aromatic Building Blocks for Macrocyclization

  摘要：

  DOI：

  10.1021/jo9617070