(E)-N,N-dimethyl-4-(4-methylstyryl)-5-(methylthio)-1-p-tolyl-1H-pyrazole-3-carboxamide | 1414846-36-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E)-N,N-dimethyl-4-(4-methylstyryl)-5-(methylthio)-1-p-tolyl-1H-pyrazole-3-carboxamide
• 英文别名: N,N-dimethyl-1-(4-methylphenyl)-4-[(E)-2-(4-methylphenyl)ethenyl]-5-methylsulfanylpyrazole-3-carboxamide
• CAS: 1414846-36-8
• 化学式: C₂₃H₂₅N₃OS
• 分子量: 391.537
• InChiKey: FTUQVOBAIXNIKS-NTCAYCPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  63.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-methyl-4-[(1E,3Z)-(4-methylsulfanyl-4-nitrobuta-1,3-dienyl)]benzene 、 N,N-Dimethyl-2-(p-tolyl-hydrazono)-acetamide 在 potassium tert-butylate 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以70%的产率得到(E)-N,N-dimethyl-4-(4-methylstyryl)-5-(methylthio)-1-p-tolyl-1H-pyrazole-3-carboxamide
  参考文献：
  名称：

  Highly-substituted pyrazoles and pyridazines by MIRC reactions of hydrazone anions and nitrobutadienic fragments

  摘要：

  In prosecution of the synthetic exploitation of nitrobutadienes deriving from the initial ring-opening of nitrothiophenes, their multifaceted behavior finds a further clear-cut example in their Michael-type acceptor reactivity toward the anions of alpha-oxohydrazones. Thus, depending on the starting diene, new poly-functionalized pyrazoles are obtained. Furthermore, most interestingly, in one occasion a dichotomy has been observed, depending on the nature of the Michael-type donor, leading with complete selectivity to either 5-member or 6-member N-heterocycles. The outcome encompasses motifs for both mechanistic and synthetic interest, for example, in the field of heterocycles endowed with possible pharmacological/biological activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.040