4-amino-2',3-dinitrodiphenyl ether | 393163-27-4

• 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: 4-amino-2',3-dinitrodiphenyl ether
• 英文别名: 2-Nitro-4-(2-nitrophenoxy)aniline
• CAS: 393163-27-4
• 化学式: C₁₂H₉N₃O₅
• 分子量: 275.221
• InChiKey: KBIAYUBJOPWTRM-UHFFFAOYSA-N

物化性质

• 熔点：
  162-163 °C
• 沸点：
  442.8±45.0 °C(Predicted)
• 密度：
  1.479±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-amino-2',3-dinitrodiphenyl ether 在 三氯化铁 、 一水合肼 作用下， 以 正丁醇 为溶剂， 反应 0.5h， 以84%的产率得到2',3,4-triaminodiphenyl ether
  参考文献：
  名称：

  Synthesis of Methyl 5(6)-(4-Aminophenoxy)- and 5(6)-(2-Aminophenoxy)-2-benzimidazolyl Carbamates and Their Biological Properties

  摘要：

  A procedure was developed for preparation of methyl 5(6)-(4-aminophenoxy)- and 5(6)-(2-aminophenoxy)-2-benzimidazolyl carbamates by reaction of 3,4,4'-triaminodiphenyl or 3,4,2'-triaminodiphenyl ethers respectively with methyl cyanocarbamate in water solution in the presence of 7-10 molar excess of acetic acid. The helminthicidal properties, embryotoxicity, and overall toxicity of compounds obtained were estimated.

  DOI：

  10.1023/b:rujo.0000010185.19571.76
• 作为产物：
  描述：

  N-(4-(2-nitrophenoxy)phenyl)acetamide 在 sodium hydroxide 、 硝酸 、 乙酸酐 作用下， 以 溶剂黄146 、 异丙醇 为溶剂， 反应 9.0h， 生成 4-amino-2',3-dinitrodiphenyl ether
  参考文献：
  名称：

  Synthesis of Methyl 5(6)-(4-Aminophenoxy)- and 5(6)-(2-Aminophenoxy)-2-benzimidazolyl Carbamates and Their Biological Properties

  摘要：

  A procedure was developed for preparation of methyl 5(6)-(4-aminophenoxy)- and 5(6)-(2-aminophenoxy)-2-benzimidazolyl carbamates by reaction of 3,4,4'-triaminodiphenyl or 3,4,2'-triaminodiphenyl ethers respectively with methyl cyanocarbamate in water solution in the presence of 7-10 molar excess of acetic acid. The helminthicidal properties, embryotoxicity, and overall toxicity of compounds obtained were estimated.

  DOI：

  10.1023/b:rujo.0000010185.19571.76

文献信息

• Synthesis of 3,4,4'- and 2',3,4-Triaminodiphenyl Ethers
  作者：V. S. Pilyugin、A. N. Mikhailyuk、G. V. Kiseleva、S. L. Kuznetsova、G. E. Chikisheva、V. M. Kosareva

  DOI：10.1023/b:rugc.0000007620.98209.c6

  日期：2003.7

  Procedures were developed for preparing 3,4,4'- and 2',3,4-triaminodiphenyl ethers by the reaction of 4-acetylaminophenol with, respectively, 4-nitro- or 2-nitrochlorobenzene, followed by nitration of the resulting, 4-acetylamino-4'- or -2'-nitrodiphenyl ether, hydrolysis of the product, 4-acetylamino-3,4'- or -2',3- dinitrodiphenyl ether, and reduction of 4-amino-3,4'- or -2'-3-dinitrodiphenyl ether.
• Synthesis of Methyl 5(6)-(4-Aminophenoxy)- and 5(6)-(2-Aminophenoxy)-2-benzimidazolyl Carbamates and Their Biological Properties
  作者：V. S. Pilyugin、A. N. Mikhailyuk、V. M. Kosareva、G. E. Chikisheva、G. V. Kiseleva、S. L. Kuznetsova、T. P. Vorobyeva、E. V. Klimakova

  DOI：10.1023/b:rujo.0000010185.19571.76

  日期：2003.8

  A procedure was developed for preparation of methyl 5(6)-(4-aminophenoxy)- and 5(6)-(2-aminophenoxy)-2-benzimidazolyl carbamates by reaction of 3,4,4'-triaminodiphenyl or 3,4,2'-triaminodiphenyl ethers respectively with methyl cyanocarbamate in water solution in the presence of 7-10 molar excess of acetic acid. The helminthicidal properties, embryotoxicity, and overall toxicity of compounds obtained were estimated.