N-(4-nitrophenyl)-N-phenyl-2-chloroacetamide | 118989-62-1

• 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: N-(4-nitrophenyl)-N-phenyl-2-chloroacetamide
• 英文别名: chloro-acetic acid-[(4-nitro-phenyl)-phenyl-amide]；Chlor-essigsaeure-[(4-nitro-phenyl)-phenyl-amid]；4-Nitro-N-chloracetyl-diphenylamin；N-[4-nitrophenyl]-N-phenylchloroacetamide；2-chloro-N-(4-nitrophenyl)-N-phenylacetamide
• CAS: 118989-62-1
• 化学式: C₁₄H₁₁ClN₂O₃
• 分子量: 290.706
• InChiKey: OQCWPCSYAVQHNS-UHFFFAOYSA-N

物化性质

• 熔点：
  113.5-116 °C
• 沸点：
  541.2±35.0 °C(Predicted)
• 密度：
  1.378±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-nitrophenyl)-N-phenyl-2-chloroacetamide 生成 chloro-acetic acid-[(4-amino-phenyl)-phenyl-amide]
  参考文献：
  名称：

  US2384749

  摘要：

  公开号：
• 作为产物：
  描述：

  4-硝基苯氧乙酸 在 吡啶 、 氯化亚砜 、 sodium ethanolate 作用下， 以 乙醇 、 苯 为溶剂， 反应 12.5h， 生成 N-(4-nitrophenyl)-N-phenyl-2-chloroacetamide
  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

• Diastereoselective Darzens Condensations of α-Haloamides: Influence of Aryl Substituents on Diastereoselectivity
  作者：Michael North、Francesca Pizzato

  DOI：10.2174/157017809789869465

  日期：2009.10.1

  N,N-Diaryl α-haloamides undergo Darzens condensations with aldehydes induced by metal hydroxides. The diastereoselectivity of epoxide formation is strongly influenced by the electronic properties of the arylamide, which can be rationalised on the basis of the acidity of the substrate hydrogens and hence on reaction occurring under kinetic or thermodynamic control.

  N,N-二芳基α-卤代酰胺在金属氢氧化物诱导下与醛发生Darzens缩合反应。环氧化合物的立体选择性强烈受芳酰胺电子性质的影响，这可以通过底物氢的酸度以及反应在动力学或热力学控制下进行来进行合理解释。
• Diaryl piperazineacetamides as antimuscarinic agents
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0585500A1

  公开（公告）日：1994-03-09

  Diaryl piperzineacetamide compounds useful as antimuscarinic agents for treating a variety of indications such as Parkinson's disease, motion sickness and for the inhibition of gastric acid secretion.

  Diaryl piperzineacetamide化合物可用作抗胆碱能药物，用于治疗多种疾病，如帕金森病、晕动病以及抑制胃酸分泌。
• Hulinska, Hana; Polivka, Zdenek; Jilek, Jiri, Collection of Czechoslovak Chemical Communications, 1988, vol. 53, # 8, p. 1820 - 1844
  作者：Hulinska, Hana、Polivka, Zdenek、Jilek, Jiri、Sindelar, Karel、Holubek, Jiri、et al.

  DOI：——

  日期：——
• DE473526
  申请人：——

  公开号：——

  公开（公告）日：——
• HULINSKA, HANA;POLIVKA, ZDENEK;JILEK, JIRI;SINDELAR, KAREL;HOLUBEK, JIRI;+, COLLECT. CZECHOSL. CHEM. COMMUN., 53,(1988) N 8, C. 1820-1844
  作者：HULINSKA, HANA、POLIVKA, ZDENEK、JILEK, JIRI、SINDELAR, KAREL、HOLUBEK, JIRI、+

  DOI：——

  日期：——