dimethyl 5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3,4-dicarboxylate | 1262053-05-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: dimethyl 5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3,4-dicarboxylate
• 英文别名: Dimethyl 5-(4-chlorophenyl)-1-phenylpyrazole-3,4-dicarboxylate；dimethyl 5-(4-chlorophenyl)-1-phenylpyrazole-3,4-dicarboxylate
• CAS: 1262053-05-3
• 化学式: C₁₉H₁₅ClN₂O₄
• 分子量: 370.792
• InChiKey: FTAAUBKEUFUXRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丁炔二酸二甲酯 、 beta-对氯苯甲酰基苯基肼 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 sodium acetate 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以96%的产率得到dimethyl 5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3,4-dicarboxylate
  参考文献：
  名称：

  Rhodium-Catalyzed Addition–Cyclization of Hydrazines with Alkynes: Pyrazole Synthesis via Unexpected C–N Bond Cleavage

  摘要：

  Rhodium-catalyzed addition-cyclization of hydrazines with alkynes has been achieved to afford highly substituted pyrazoles under mild conditions. The cascade reaction involves two transformations: addition of the C-N bond of hydrazines to alkynes via unexpected C-N bond cleavage and intramolecular dehydration cyclization.

  DOI：

  10.1021/ol501402p

文献信息

• Synthesis of dialkyl 5-(aryl)-1-phenyl-1H-prazole-3,4-dicarboxylates via a one-pot and four-component reaction
  作者：Abdolali Alizadeh、Tahereh Firuzyar、Log-Guan Zhu

  DOI：10.1016/j.tet.2010.10.070

  日期：2010.12

  new dialkyl 5-(aryl)-1-phenyl-1H-prazole-3,4-dicarboxylate derivatives have been prepared regiospecifically in moderate to good yield from the cyclocondensation reaction of dialkyl (E)-2-(dialkoxyphosphoryl)-3-(aroyl)-2-butenedioate, derived from the reaction between trimethyl phosphite, an acetylenic ester, and an aroyl chloride, with phenylhydrazine. The reaction is four-component and is carried

  通过二烷基（E）-2-（二烷氧基磷酰基）的环缩合反应，以中等至良好的产率以区域特异性地制备了许多新的5-（芳基）-1-苯基-1H-吡唑-3,4-二羧酸二烷基酯衍生物。-3-（芳酰基）-2-丁烯二酸酯，由亚磷酸三甲酯，炔属酯和芳酰氯与苯肼反应制得。该反应是四组分的，并且在回流条件下在无水甲苯中进行。
• Rhodium-Catalyzed Addition–Cyclization of Hydrazines with Alkynes: Pyrazole Synthesis via Unexpected C–N Bond Cleavage
  作者：Deng Yuan Li、Xiao Feng Mao、Hao Jie Chen、Guo Rong Chen、Pei Nian Liu

  DOI：10.1021/ol501402p

  日期：2014.7.3

  Rhodium-catalyzed addition-cyclization of hydrazines with alkynes has been achieved to afford highly substituted pyrazoles under mild conditions. The cascade reaction involves two transformations: addition of the C-N bond of hydrazines to alkynes via unexpected C-N bond cleavage and intramolecular dehydration cyclization.