4-chloro-N-(4-fluorophenyl)-benzamide | 5021-59-0

• 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: 4-chloro-N-(4-fluorophenyl)-benzamide
• 英文别名: 4-chloro-N-(4-fluorophenyl)benzamide；4'-Fluor-4-chlor-benzanilid
• CAS: 5021-59-0
• 化学式: C₁₃H₉ClFNO
• mdl: MFCD00441996
• 分子量: 249.672
• InChiKey: JTQXJHNVKLRTTN-UHFFFAOYSA-N

物化性质

• 沸点：
  287.2±25.0 °C(Predicted)
• 密度：
  1.353±0.06 g/cm3(Predicted)
• 保留指数：
  2101

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  4-chloro-N-(4-fluorophenyl)-benzamide 在 tetraphosphorus decasulfide 作用下， 以 吡啶 为溶剂， 以74%的产率得到4-Chloro-N-(4-fluoro-phenyl)-thiobenzamide
  参考文献：
  名称：

  Waisser; Kunes; Odlerova, Pharmazie, 1998, vol. 53, # 3, p. 193 - 195

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氯苯 N-苯甲酰苯胺 在 二(叔丁基羰基氧基)碘苯 、 氟化氢吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以54%的产率得到4-chloro-N-(4-fluorophenyl)-benzamide
  参考文献：
  名称：

  Hypervalent Iodine Mediated para-Selective Fluorination of Anilides

  摘要：

  A metal-free method for the direct regioselective fluorination of anilides has been developed. In the presence of bis(tert-butylcarbonyloxy)iodobenzene (PhI(OPiv)(2)) and hydrogen fluoride-pyridine, the para-fluorination products of anilides were obtained in moderate to good yields. Because of its operational safety and the use of readily available reagents, this new procedure provides facile access to a variety of para-fluorinated anilides.

  DOI：

  10.1021/jo302099d

文献信息

• Synthesis of Secondary Amides through the Palladium(II)-Catalyzed Aminocarbonylation of Arylboronic Acids with Amines or Hydrazines and Carbon Monoxide
  作者：Jin Zhang、Yuqiang Ma、Yangmin Ma

  DOI：10.1002/ejoc.201701802

  日期：2018.4.17

  A new Pd‐catalyzed aminocarbonylation of arylboronic acids with amines or hydrazines produces secondary amides. The method exhibits good atom‐economy and a wide functional group tolerance.

  芳族硼酸与胺或肼的新Pd催化氨基羰基化反应会生成仲酰胺。该方法具有良好的原子经济性和宽泛的官能团耐受性。
• Resin-Bound Triaryl Bismuthanes and Bismuth Diacetates:  Novel Multidirectional Linkers and Novel Resin-Bound Arylation Reagents
  作者：L. Kyhn Rasmussen、Mikael Begtrup、Thomas Ruhland

  DOI：10.1021/jo049183o

  日期：2004.10.1

  A general synthesis of resin-bound triaryl bismuthanes and resin-bound triaryl bismuth diacetates starting from commercially available chloromethyl polystyrene is reported. For the first time resin-bound bismuth has been utilized as part of a multidirectional linker system for solid-phase organic synthesis and as a resin-bound arylation reagent.

  据报道，从可商购的氯甲基聚苯乙烯开始，树脂结合的三芳基双变色烷和树脂结合的三芳基铋二乙酸酯的一般合成。树脂结合的铋第一次被用作固相有机合成的多向接头系统的一部分，并被树脂结合的芳基化试剂使用。
• 一种采用芳香肼合成N-芳基仲芳酰胺的方法
  申请人：陕西科技大学

  公开号：CN107652200B

  公开（公告）日：2019-06-14

  本发明公开了一种采用芳香肼合成N‑芳基仲芳酰胺的方法，向溶剂中加入芳基硼酸和芳香肼，以及主催化剂和助催化剂，然后进行加热回流反应后分离提纯即得到如式Ⅲ所示的N‑芳基仲芳酰胺，反应过程中向反应体系中通入CO使反应体系的压力为0.1～5MPa。本发明的合成方法简洁高效，以取代苯肼、在空气中稳定且易得的有机硼酸和CO为反应原料，金属钯作为主催化剂，铜或铁作为助催化剂，在较为温和的反应条件下高效合成仲芳酰胺。
• WO2008/73936
  申请人：——

  公开号：——

  公开（公告）日：——
• Role of Hetero-Halogen (F···X, X = Cl, Br, and I) or Homo-Halogen (X···X, X = F, Cl, Br, and I) Interactions in Substituted Benzanilides
  作者：Susanta K. Nayak、M. Kishore Reddy、Tayur N. Guru Row、Deepak Chopra

  DOI：10.1021/cg101544z

  日期：2011.5.4

  A series of halogen-substituted benzanilides have been synthesized and characterized, and crystallization studies directed toward generation of polymorphs have been performed to delineate the importance of interactions involving halogens. The effect of halogen substitution on the molecular conformation and supramolecular packing has been investigated. The N-H center dot center dot center dot O H-bond is a key structure-directing element acting in conjunction with C-H center dot center dot center dot O and C-H center dot center dot center dot pi interactions. In addition, it is of importance to note that organic fluorine prefers Type I F center dot center dot center dot F contacts, whereas Cl, Br, and I prefer Type II contacts. Hetero-halogen center dot center dot center dot halogen interactions on the other hand are predominately of Type II geometry, and this is due to the greater polarizability of the electron density associated with the heavier halogens. It is of importance to evaluate the contributing role of these interactions in crystal structure packing and the co-operativity associated with such interactions in the solid state.