(2,4,6-三氯-苯氧基)-乙酸苯胺 | 626239-01-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (2,4,6-三氯-苯氧基)-乙酸苯胺
• 英文名称: (2,4,6-trichloro-phenoxy)-acetic acid anilide
• 英文别名: (2,4,6-Trichlor-phenoxy)-essigsaeure-anilid；N-phenyl-2-(2,4,6-trichlorophenoxy)acetamide
• CAS: 626239-01-8
• 化学式: C₁₄H₁₀Cl₃NO₂
• 分子量: 330.598
• InChiKey: STLINPJTOKHSCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2,4,6-三氯-苯氧基)-乙酸苯胺 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以80%的产率得到N-苯基-2,4,6-三氯苯胺
  参考文献：
  名称：

  A Convenient Preparation of N-Alkyl and N-Arylamines by Smiles Rearrangement—Synthesis of Analogues of Diclofenac

  摘要：

  Smiles rearrangement of substituted aryloxyacetamides in which oxygen and-nitrogen are separated by COCH2 group has been successful even when the aryloxy ring carries weak or no electron withdrawing group. Earlier reports of such reactions involved either strong electron withdrawing groups or a special catalyst. The diphenylamines thus obtained gave analogues of diclofenac in only one case.

  DOI：

  10.1081/scc-120021996
• 作为产物：
  描述：

  2,4,6-涕 在 氯化亚砜 作用下， 以 苯 为溶剂， 生成 (2,4,6-三氯-苯氧基)-乙酸苯胺
  参考文献：
  名称：

  A Convenient Preparation of N-Alkyl and N-Arylamines by Smiles Rearrangement—Synthesis of Analogues of Diclofenac

  摘要：

  Smiles rearrangement of substituted aryloxyacetamides in which oxygen and-nitrogen are separated by COCH2 group has been successful even when the aryloxy ring carries weak or no electron withdrawing group. Earlier reports of such reactions involved either strong electron withdrawing groups or a special catalyst. The diphenylamines thus obtained gave analogues of diclofenac in only one case.

  DOI：

  10.1081/scc-120021996

文献信息

• Preparation and Reactions of Several Chlorine Substituted Phenoxyacetyl Chlorides
  作者：Carl M. Hill、Myron B. Towns、Gilbert. Senter

  DOI：10.1021/ja01169a065

  日期：1949.1
• A Convenient Preparation of <i>N</i>-Alkyl and <i>N</i>-Arylamines by Smiles Rearrangement—Synthesis of Analogues of Diclofenac
  作者：M. S. Wadia、D. V. Patil

  DOI：10.1081/scc-120021996

  日期：2003.1.8

  Smiles rearrangement of substituted aryloxyacetamides in which oxygen and-nitrogen are separated by COCH2 group has been successful even when the aryloxy ring carries weak or no electron withdrawing group. Earlier reports of such reactions involved either strong electron withdrawing groups or a special catalyst. The diphenylamines thus obtained gave analogues of diclofenac in only one case.