4-((5-hydroxy-3-isopropyl-1-phenyl-1H-pyrazol-4-yl)methylene)-5-isopropyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one | 1311144-40-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-((5-hydroxy-3-isopropyl-1-phenyl-1H-pyrazol-4-yl)methylene)-5-isopropyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
• CAS: 1311144-40-7
• 化学式: C₂₅H₂₆N₄O₂
• 分子量: 414.507
• InChiKey: KBFYASWOKQPZKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  70.72
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  3-异丙基-1-苯基-1H-吡唑-5(4h)-酮 、 formamide 在 三氯氧磷 、 水 、 碳酸氢钠 作用下， 以91%的产率得到4-((5-hydroxy-3-isopropyl-1-phenyl-1H-pyrazol-4-yl)methylene)-5-isopropyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
  参考文献：
  名称：

  New investigation of Vilsmeier-type reaction using pyrazolones with various amides

  摘要：

  New investigation of Vilsmeier-type reaction was evaluated to realize the solvent effect by using pyrazolones to react with various of amides, including formamide, N-methylformamide, N-propylformamide, N-tert-butylformamide, N,N-dimethylformamide (DMF), N,N-diethylformamide (DEF), N,N-dipropylformamide (DPF), N,N-diisopropylformamide, N,N-dibutylformamide, piperidine-l-carbaldehyde, and pyrrolidine-l-carbaldehyde, in the presence of phosphorous oxychloride POCl3. The unexpected resulting products were observed in this work according to the difference chemoseletivities of substituted amides. The plausible reactive pathways were proposed to explain the experimental result. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.055

文献信息

• The Synthesis of Dipyrazolylmethanes, X-Ray Structure Analysis
  作者：Hengchang Ma、Yuan Ma、Jinxia Wang

  DOI：10.3987/com-13-12840

  日期：——

  A small dipyrazoylmethane compounds library was established via the reaction of 5-alkyl- and 5-aryl-2-aryl-3H-pyrazol-3-ones with DMSO in the presence of NaOAc center dot 3H(2)O as base using LiBr center dot H2O as additive at 100 degrees C.
• Novel Vilsmeier-type methylenation for synthesis of dipyrazolylmethane derivatives using formamide or N-methylformamide
  作者：Fung Fuh Wong、Yu-Ying Huang

  DOI：10.1016/j.tet.2011.03.089

  日期：2011.5

  A novel Vilsmeier-type methylenation for synthesis of dipyrazolylmethanes was developed by reacting pyrazolones with formamide or N-methylformamide in the presence of phosphorous oxychloride POCl3 coupling agent. This method can efficiently provide a series of dipyrazolylmethane derivatives as the main products in excellent yields without the formylated products. Our experimental result was different with the classical Vilsmeier-type reaction. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.