(E)-1-(2-(phenylamino)phenyl)ethanone oxime | 1246849-39-7

• 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: (E)-1-(2-(phenylamino)phenyl)ethanone oxime
• 英文别名: (NE)-N-[1-(2-anilinophenyl)ethylidene]hydroxylamine
• CAS: 1246849-39-7
• 化学式: C₁₄H₁₄N₂O
• 分子量: 226.278
• InChiKey: HGMAMWRBIUULNH-LFIBNONCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  44.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-1-(2-(phenylamino)phenyl)ethanone oxime 在 2-氨基吡啶 、 甲基磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 6.25h， 以75%的产率得到3-methyl-1-phenyl-1H-indazole
  参考文献：
  名称：

  室温下空气中铜的胺的N-芳基化反应具有百万分之几的催化剂负载量。

  摘要：

  已经开发出一种有效的铜催化的胺N-芳基化方法，室温下在空气中的百万分之几的催化剂负载量。取代的（E）-1-（2-卤代苯基）烷酮肟与脂族胺或芳族胺的反应提供了良好收率的N-芳基化产物。

  DOI：

  10.1039/c1cc13516c
• 作为产物：
  描述：

  1-(2-(苯基氨基)苯基)乙酮 在 盐酸羟胺 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以72%的产率得到(E)-1-(2-(phenylamino)phenyl)ethanone oxime
  参考文献：
  名称：

  Synthesis of N-Arylindazoles and Benzimidazoles from a Common Intermediate

  摘要：

  A variety of N-aryl-1H-indazoles and benzimidazoles were synthesized from common arylamino oximes in good to excellent yields The product selectivity depends upon the base used in the reaction, as triethylamine promoted the formation of benzimidazoles, whereas 2-aminopyridine promoted the formation of N-arylindazoles This method is valuable to the synthetic community because both indazoles and benzimidazoles are prevalent in pharmaceuticals

  DOI：

  10.1021/ol101899q

文献信息

• DAST-promoted Beckmann rearrangement/intramolecular cyclization of acyclic ketoximes: access to 2-oxazolines, benzimidazoles and benzoxazoles
  作者：Huiqin Li、Jian Qin、Zonglian Yang、Xiaoxue Guan、Lin Zhang、Peiqiu Liao、Xingqi Li

  DOI：10.1039/c5cc02155c

  日期：——

  The first example of DAST-promoted Beckmann rearrangement/intramolecular cyclization of acyclic ketoximes is described, which affords 2-oxazolines, benzimidazoles and benzoxazoles.

  DAST促进的无环酮肟的贝克曼重排/分子内环化的第一个例子被描述，产生2-噁唑烷，苯并咪唑和苯并噁唑。
• METHOD OF SYNTHESIZING 1H-INDAZOLE COMPOUNDS
  申请人：Stambuli James P.

  公开号：US20100056800A1

  公开（公告）日：2010-03-04

  A method is provided for synthesizing 1H-indazole compounds in which aromatic carbonyl compounds are reacted with a nitrogen source to form oximes which are then converted to 1H-indazoles.

  提供了一种合成1H-吲唑化合物的方法，其中芳香酮化合物与氮源反应形成肟类，然后转化为1H-吲唑。
• US8022227B2
  申请人：——

  公开号：US8022227B2

  公开（公告）日：2011-09-20
• Synthesis of <i>N</i>-Arylindazoles and Benzimidazoles from a Common Intermediate
  作者：Brenda C. Wray、James P. Stambuli

  DOI：10.1021/ol101899q

  日期：2010.10.15

  A variety of N-aryl-1H-indazoles and benzimidazoles were synthesized from common arylamino oximes in good to excellent yields The product selectivity depends upon the base used in the reaction, as triethylamine promoted the formation of benzimidazoles, whereas 2-aminopyridine promoted the formation of N-arylindazoles This method is valuable to the synthetic community because both indazoles and benzimidazoles are prevalent in pharmaceuticals
• Copper-catalyzed N-arylation of amines with part-per-million catalyst loadings under air at room temperature
  作者：Ruilong Xie、Hua Fu、Yun Ling

  DOI：10.1039/c1cc13516c

  日期：——

  An efficient copper-catalyzed method for N-arylation of amines has been developed with part-per-million catalyst loadings at room temperature under air. Reactions of substituted (E)-1-(2-halophenyl)alkanone oximes with aliphatic amines or aromatic amines provided the N-arylation products in good to excellent yields.

  已经开发出一种有效的铜催化的胺N-芳基化方法，室温下在空气中的百万分之几的催化剂负载量。取代的（E）-1-（2-卤代苯基）烷酮肟与脂族胺或芳族胺的反应提供了良好收率的N-芳基化产物。