2-(2-chlorophenyl)-N-phenylacetamide | 71512-21-5

• 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-(2-chlorophenyl)-N-phenylacetamide
• 英文别名: (2-chloro-phenyl)-acetic acid anilide；(2-Chlor-phenyl)-essigsaeure-anilid；(o-Chlor-phenyl)-acetanilid
• CAS: 71512-21-5
• 化学式: C₁₄H₁₂ClNO
• mdl: MFCD07261303
• 分子量: 245.708
• InChiKey: LVDDTTZHZYHPPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(2-chlorophenyl)-N-phenylacetamide 在 palladium diacetate caesium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以80%的产率得到N-苯基吲哚酮
  参考文献：
  名称：

  微波辅助顺序酰胺键形成和分子内酰胺化：快速进入功能化的吲哚。

  摘要：

  已经开发了用于合成N-取代的羟吲哚的通用方法。此两步过程涉及在2-卤代芳酸与各种烷基胺和苯胺之间首先形成微波辅助的酰胺键，然后在水性条件下进行钯催化的分子内酰胺化反应。在烷基胺的情况下，该过程可以一锅法进行，而无需分离中间体酰胺。[结构：见文字]

  DOI：

  10.1021/ol0473804
• 作为产物：
  描述：

  邻氯苯乙腈 在 硫酸 、 水 、 亚硝酸 作用下， 生成 2-(2-chlorophenyl)-N-phenylacetamide
  参考文献：
  名称：

  Mehner, Journal fur praktische Chemie (Leipzig 1954), 1900, vol. <2>62, p. 562

  摘要：

  DOI：

文献信息

• Nitrogen enriched mesoporous organic polymer anchored copper(<scp>ii</scp>) material: an efficient and reusable catalyst for the synthesis of esters and amides from aromatic systems
  作者：Rostam Ali Molla、Md. Asif Iqubal、Kajari Ghosh、Kamaluddin Kamaluddin、Sk. Manirul Islam

  DOI：10.1039/c4dt03838j

  日期：——

  New mesoporous polymer anchored copper acetate (Cu-mPMF) has been synthesized and well characterized. The catalytic performance of this complex has been tested for the synthesis of esters and amides.

  新的介孔聚合物锚定醋酸铜（Cu-mPMF）已经合成并得到了良好的表征。该复合物的催化性能已经用于酯和酰胺的合成测试。
• Copper-catalyzed tandem oxidative cyclization of arylacetamides: efficient access to N-functionalized isatins
  作者：Jie Sun、Bingxin Liu、Bin Xu

  DOI：10.1039/c3ra40657a

  日期：——

  An efficient copper-catalyzed synthesis of N-substituted isatins has been developed in good yields from easily accessible arylacetamides. A wide range of electronically and structurally varied nitrogen fragments could be assembled through this tandem C–O/C–N bond-forming process by tuning the reaction conditions.

  已经开发出一种高效的铜催化合成N-取代异烟酸的反应，能够从易于获得的芳基乙酰胺中以良好的产率合成。通过调整反应条件，可以组装多种电子和结构各异的氮基片段，采用这种串联C–O/C–N键形成的过程。
• An efficient protocol for the preparation of amides by copper-catalyzed reactions between nitriles and amines in water
  作者：Xiaoya Li、Zhengkai Li、Hang Deng、Xiangge Zhou

  DOI：10.1016/j.tetlet.2013.02.058

  日期：2013.5

  The reactions between nitriles and amines catalyzed by Cu(OAc)2 and 2-piperidinecarboxylic acid were carried out in pure water without any other additives. A variety of substituted amides can be obtained in moderate to good yields up to 90%.

  Cu（OAc）2和2-哌啶羧酸催化的腈和胺之间的反应在纯水中进行，没有任何其他添加剂。可以以中等到良好的产率（高达90％）获得各种取代的酰胺。
• Synthesis and 5-hydroxytryptamine antagonist activity of 2-[[2-(dimethylamino)ethyl]thio]-3-phenylquinoline and its analogs
  作者：Thomas P. Blackburn、Barry Cox、Allen J. Guildford、David J. Le Count、Derek N. Middlemiss、Robert J. Pearce、Craig W. Thornber

  DOI：10.1021/jm00395a013

  日期：1987.12

  A series of 2-[(2-aminoethyl)thio]quinolines substituted at the 3-position with alkyl, aryl, or heteroaryl groups has been prepared in the search for novel and selective 5-HT2 antagonists. The affinity of the compounds for 5-HT1 receptor sites was measured by their ability to displace [3H]-5-HT from rat brain synaptosomes whereas the affinity for 5-HT2 receptor sites was measured by their ability to displace [3H]spiperone from synaptosomes prepared from rat brain cortex. The 5-HT2 antagonist properties of the compounds were measured in vivo by their antagonism of 5-hydroxytryptophan-induced head twitches in the mouse and by their antagonism of hyperthermia induced by fenfluramine (N-ethyl-alpha-methyl-m-(trifluoromethyl)phenethylamine hydrochloride) in the rat. The structure-activity relationships in this series are discussed and the properties of 2-[[2-(dimethylamino)ethyl]thio]-3-phenylquinoline hydrochloride (70) are highlighted.
• The Grignard Reaction in the Synthesis of Ketones. II. The Preparation of a Series of Mono- and Di-chlorodesoxybenzoins
  作者：Sanford S. Jenkins、Edwin M. Richardson

  DOI：10.1021/ja01331a049

  日期：1933.4