2-(3-methyl-5-hydroxyl-5-phenylpyrazol-1-yl)-9-phenyl-1,10-phenanthroline | 1132890-37-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(3-methyl-5-hydroxyl-5-phenylpyrazol-1-yl)-9-phenyl-1,10-phenanthroline
• 英文别名: 5-methyl-3-phenyl-2-(9-phenyl-1,10-phenanthrolin-2-yl)-4H-pyrazol-3-ol
• CAS: 1132890-37-9
• 化学式: C₂₈H₂₂N₄O
• 分子量: 430.509
• InChiKey: SLJRORNCYHDBPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3-methyl-5-hydroxyl-5-phenylpyrazol-1-yl)-9-phenyl-1,10-phenanthroline 在 溶剂黄146 作用下， 生成 2-(3-methyl-5-phenylpyrazol-1-yl)-9-phenyl-1,10-phenanthroline
  参考文献：
  名称：

  Isolation of the Half-Condensed Pyrazoline Intermediates en Route to N-(1,10-Phenanthroline)-pyrazole Derivatives from the Knorr Reaction

  摘要：

  During the synthesis of 2-pyrazole-1,10-phenanthroline derivatives by the Knorr reaction from benzoylacetone and 2-hydrazine-1,10-phenanthroline, three half-condensed intermediates, the 5-hydroxyl pyrazolines (2b-2d), were isolated and characterized by NMR spectroscopy and x-ray diffraction (for 2b and 2d). These pyrazoline intermediates could be readily dehydrated under the catalysis of acetic acid to afford the corresponding pyrazoles with high regioselectivity.

  DOI：

  10.1080/00397910802439209
• 作为产物：
  描述：

  2-Phenyl-9-hydrazino-1,10phenanthroline 、 1-苯基-1,3-丁二酮 以 甲醇 为溶剂， 以63%的产率得到2-(3-methyl-5-hydroxyl-5-phenylpyrazol-1-yl)-9-phenyl-1,10-phenanthroline
  参考文献：
  名称：

  Isolation of the Half-Condensed Pyrazoline Intermediates en Route to N-(1,10-Phenanthroline)-pyrazole Derivatives from the Knorr Reaction

  摘要：

  During the synthesis of 2-pyrazole-1,10-phenanthroline derivatives by the Knorr reaction from benzoylacetone and 2-hydrazine-1,10-phenanthroline, three half-condensed intermediates, the 5-hydroxyl pyrazolines (2b-2d), were isolated and characterized by NMR spectroscopy and x-ray diffraction (for 2b and 2d). These pyrazoline intermediates could be readily dehydrated under the catalysis of acetic acid to afford the corresponding pyrazoles with high regioselectivity.

  DOI：

  10.1080/00397910802439209