methyl 2-(4-(4-(dimethylamino)benzylidene)-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)acetate | 669753-27-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: methyl 2-(4-(4-(dimethylamino)benzylidene)-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)acetate
• 英文别名: Methyl 2-[4-[[4-(dimethylamino)phenyl]methylidene]-5-oxo-1-phenylpyrazol-3-yl]acetate
• CAS: 669753-27-9
• 化学式: C₂₁H₂₁N₃O₃
• mdl: MFCD04222014
• 分子量: 363.416
• InChiKey: HTCZTPFENUHFEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  62.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (5-氧代-1-苯基-2,5-二氢-1H-吡唑-3-基)乙酸甲酯 、 对二甲氨基苯甲醛 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 以65%的产率得到methyl 2-(4-(4-(dimethylamino)benzylidene)-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)acetate
  参考文献：
  名称：

  Detour of prenostodione synthesis towards pyrazolones for antibacterial activity

  摘要：

  Our attempts to prepare indolyl acid (3), enroute to prenostodione (2), from phenyl-hydrazine following a reported procedure of Fischer-Indole synthesis rather lead to ethyl 2-(5-oxo-1-phenyl-2,5-dihydro-1H-pyrazol- 3-yl) acetate as a major product, which underwent facile condensation with aldehydes to provide the pyrazolones. Intrigued by the opportunity for the diversity oriented synthesis of substituted pyrazolones, we have developed a facile one pot approach for pyrazolones and screened for antibacterial activity and, herein, results are reported. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.03.123

文献信息

• Detour of prenostodione synthesis towards pyrazolones for antibacterial activity
  作者：Sivappa Rasapalli、Yingjun Fan、Menglong Yu、Christiaan Rees、John T. Harris、James A. Golen、Jerry P. Jasinski、Arnold L. Rheingold、Steven M. Kwasny、Timothy J. Opperman

  DOI：10.1016/j.bmcl.2013.03.123

  日期：2013.6

  Our attempts to prepare indolyl acid (3), enroute to prenostodione (2), from phenyl-hydrazine following a reported procedure of Fischer-Indole synthesis rather lead to ethyl 2-(5-oxo-1-phenyl-2,5-dihydro-1H-pyrazol- 3-yl) acetate as a major product, which underwent facile condensation with aldehydes to provide the pyrazolones. Intrigued by the opportunity for the diversity oriented synthesis of substituted pyrazolones, we have developed a facile one pot approach for pyrazolones and screened for antibacterial activity and, herein, results are reported. Published by Elsevier Ltd.