5-(4-氯苯基)-3-(4-甲氧基苯基)-1-苯基吡唑 | 27301-45-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-(4-氯苯基)-3-(4-甲氧基苯基)-1-苯基吡唑
• 英文名称: 3-p-anisyl-5-p-chlorophenyl-1-phenylpyrazole
• 英文别名: 5-(4-chloro-phenyl)-3-(4-methoxy-phenyl)-1-phenyl-1H-pyrazole；5-(p-Chlorphenyl)-3-(p-methoxyphenyl)-1-phenylpyrazol；5-(4-Chlorophenyl)-3-(4-methoxyphenyl)-1-phenyl-1h-pyrazole；5-(4-chlorophenyl)-3-(4-methoxyphenyl)-1-phenylpyrazole
• CAS: 27301-45-7
• 化学式: C₂₂H₁₇ClN₂O
• 分子量: 360.843
• InChiKey: NIABHPPISVHWPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-(4-chlorophenyl)-3-(4-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole 在 N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide 作用下， 以 四氯化碳 为溶剂， 反应 0.6h， 以75%的产率得到5-(4-氯苯基)-3-(4-甲氧基苯基)-1-苯基吡唑
  参考文献：
  名称：

  N,N',N,N'-四溴苯-1,3-二磺酰酰胺作为一种新型试剂，用于在非均相和无溶剂条件下对 1,3,5-三取代的吡唑啉进行氧化芳香化

  摘要：

  在环境温度下，N,N',N,N'-四溴-苯-1,3-二磺酰胺 [TBBDA] 在非均相和无溶剂条件下将 1,3,5-三取代的吡唑啉以良好的产率转化为相应的吡唑.

  DOI：

  10.1080/10426500490466797

文献信息

• Regioselective Synthesis of 1,3,5-Trisubstituted Pyrazoles
  作者：Vidya G. Desai、Pooja C. Satardekar、Sampada Polo、Kashinath Dhumaskar

  DOI：10.1080/00397911.2010.531492

  日期：2012.3.15

  Abstract A new and a simple approach toward synthesis of 1,3,5-trisubstituted pyrazoles from chalcone arylhydrazones via oxidative cyclization has been achieved. 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone was successfully used as an oxidizing agent to give excellent yields of pyrazoles. GRAPHICAL ABSTRACT

  摘要 已经实现了一种通过氧化环化从查耳酮芳基腙合成 1,3,5-三取代吡唑的新方法和简单方法。2,3-二氯-5,6-二氰基-1,4-苯醌被成功用作氧化剂，得到了极好的吡唑收率。图形概要
• Trichloroisocyanuric acid as a novel oxidizing agent for the oxidation of 1,3,5-trisubstituted pyrazolines under both heterogeneous and solvent free conditions
  作者：Mohammad Ali Zolfigol、Davood Azarifar、Behrooz Maleki

  DOI：10.1016/j.tetlet.2004.01.038

  日期：2004.3

  Trichloroisocyanuric acid is used as an effective oxidizing agent for the oxidation of 1,3,5-trisubstituted pyrazolines to their corresponding pyrazoles under both heterogeneous and also solvent free conditions with good yields at room temperature.

  三氯异氰尿酸用作一种有效的氧化剂，可在非均相和无溶剂条件下，在室温下以良好的收率将1,3,5-三取代的吡唑啉氧化成其相应的吡唑。
• Microwave-assisted Aromatization of 1,3,5-Trisubstituted 2-Pyrazolines by Silica-supported N-Bromosuccinimide as a Useful Reagent under Solvent Free ‘Dry’ Condition
  作者：Davood Azarifar、Behrooz Maleki

  DOI：10.3987/com-04-10276

  日期：——

  An efficient aromatization of 1,3,5-trisubstituted 2-pyrazolines to their corresponding pyrazoles by NBS was carried out under microwave irradiation and solvent-free conditions in moderate yields. It has also been observed that, by activating the NBS reagent on silica gel as a support the reaction times can be dramatically reduced and good yields are obtained.

  在微波辐射和无溶剂条件下，NBS 将 1,3,5-三取代的 2-吡唑啉高效芳构化为相应的吡唑，收率适中。还观察到，通过在硅胶上活化 NBS 试剂作为载体，可以显着缩短反应时间并获得良好的收率。
• Microwave‐Assisted Aromatization of 1,3,5‐Trisubstituted 2‐Pyrazolines by Bi(NO₃)₃ · 5H₂O, as a Novel and Convenient Oxidizing Agent
  作者：Davood Azarifar、Behrooz Maleki

  DOI：10.1080/00397910500214136

  日期：2005.10

  Abstract Bismuth(III) nitrate pentahydrate, Bi(NO3)3 · 5H2O, has been used as a mild, efficient, and inexpensive oxidant for the oxidative aromatization of several 1,3,5‐trisubstituted 2‐pyrazolines to pyrazoles in acetic acid under microwave irradiation with good to excellent yields.

  摘要 五水合硝酸铋 (III) Bi(NO3)3 · 5H2O 已被用作温和、高效且廉价的氧化剂，用于在乙酸中将几种 1,3,5-三取代 2-吡唑啉氧化芳构化为吡唑。微波辐射具有良好到极好的产率。
• Tricholoroisocyanuric Acid as a Useful Reagent in Microwave-assisted Aromatization of 1,3,5-Trisubstituted 2-Pyrazolines
  作者：Davood Azarifar、Behrooz Maleki

  DOI：10.1002/jccs.200500174

  日期：2005.12

  An efficient aromatization of 1,3,5-trisubstituted 2-pyrazolines to their corresponding pyrazoles has been performed by tricholoroisocyanuric acid [TCCA] under microwave irradiation in excellent yields. It has been observed that the reactions occur more rapidly under microwave irradiation conditions, and the amount of the reagent TCCA consumed is considerably reduced to afford better yields when compared

  通过三氯异氰脲酸 [TCCA] 在微波照射下以优异的收率将 1,3,5-三取代的 2-吡唑啉高效芳构化为相应的吡唑。已经观察到，在微波辐照条件下反应发生得更快，并且与相同温度下的常规热条件相比，消耗的试剂 TCCA 的量显着减少，从而提供更好的产率。