N-[5-chloro-2-(pyridin-2-yl)phenyl]benzamide | 1581756-77-5

• 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: N-[5-chloro-2-(pyridin-2-yl)phenyl]benzamide
• 英文别名: N-(5-chloro-2-(pyridin-2-yl)phenyl)benzamide
• CAS: 1581756-77-5
• 化学式: C₁₈H₁₃ClN₂O
• 分子量: 308.767
• InChiKey: VNTOTTXBWLFLKH-UHFFFAOYSA-N

物化性质

• 熔点：
  142-143 °C
• 沸点：
  398.4±37.0 °C(predicted)
• 密度：
  1.293±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.65
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.99
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-溴吡啶 在 silver hexafluoroantimonate 、 四(三苯基膦)钯 、 (p-cymene)ruthenium(II) chloride 、 邻硝基苯甲酸 、 sodium carbonate 作用下， 以 乙醇 、 水 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 36.0h， 生成 N-[5-chloro-2-(pyridin-2-yl)phenyl]benzamide
  参考文献：
  名称：

  Orthogonal Reactivity of Acyl Azides in C–H Activation: Dichotomy between C–C and C–N Amidations Based on Catalyst Systems

  摘要：

  The dual reactivity of acyl azides was utilized successfully in C-H activation by the choice of catalyst systems: while selective C-C amidation was achieved under thermal Rh catalysis, a Ru catalyst was found to mediate direct C-N amidation also highly selectively. Investigations of the mechanistic dichotomy between two catalytic systems are also presented.

  DOI：

  10.1021/ol500602b

文献信息

• Comparative Catalytic Activity of Group 9 [Cp*M^III] Complexes: Cobalt-Catalyzed CH Amidation of Arenes with Dioxazolones as Amidating Reagents
  作者：Juhyeon Park、Sukbok Chang

  DOI：10.1002/anie.201505820

  日期：2015.11.16

  A procedure for the [Cp*CoIII]‐catalyzed direct CH amidation of arenes with dioxazolone has been developed. This reaction proceeds under straightforward and mild conditions with a broad range of substrates, including anilides. A comparative study on the catalytic activity of Group 9 [Cp*MCl2}2] complexes revealed the unique efficiency of the cobalt catalyst.

  已经开发了用[Cp * Co III ]催化的芳烃与二恶唑酮直接CH酰胺化的方法。该反应在简单，温和的条件下与各种底物（包括酸酐）一起进行。对第9组[Cp * MCl 2 } 2 ]配合物的催化活性的比较研究表明，钴催化剂具有独特的效率。
• OrthoC H amidations enabled by a recyclable manganese-ionic liquid catalytic system
  作者：Xianqiang Kong、Bo Xu

  DOI：10.1016/j.tetlet.2019.151521

  日期：2020.2

  We described an environmentally benign, recyclable base metal catalyst system (MnBr(CO)(5)/[Hmim] OAc) for ortho-C-H amidation. The readily available dioxazolones was used as the amidation agents. A broad substrate scope and high functional group tolerance were observed. The catalyst system (MnBr(CO)(5)/[Hmim]OAc) could be easily reused by simple phase separations: (C) 2019 Elsevier Ltd. All rights reserved.