5-氧代-1-苯基-3-丙基-4H-吡唑-4-甲醛 | 74037-29-9

• 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-氧代-1-苯基-3-丙基-4H-吡唑-4-甲醛
• 英文名称: 4-Formyl-1-phenyl-3-propyl-2-pyrazolin-5-one
• 英文别名: 5-oxo-1-phenyl-3-propyl-4H-pyrazole-4-carbaldehyde
• CAS: 74037-29-9
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: CCHFYVPQOPJMFC-UHFFFAOYSA-N

物化性质

• 沸点：
  408.7±38.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  49.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-甲酰吡咯烷 、 2-苯基-5-丙基-2,4-二氢-3H-吡唑-3-酮 在 三氯氧磷 、 水 、 碳酸氢钠 作用下， 以32%的产率得到3-n-propyl-1-phenyl-5-pyrrolidinopyrazole
  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

• New investigation of Vilsmeier-type reaction using pyrazolones with various amides
  作者：Yu-Ying Huang、Kimiyoshi Kaneko、Hiroyuki Takayama、Masayuki Kimura、Fung Fuh Wong

  DOI：10.1016/j.tetlet.2011.05.055

  日期：2011.7

  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.