6-bromo-3-(3-methyl-1-phenyl-1H-pyrazol-5-yl)-2H-chromen-2-one | 1612159-24-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-bromo-3-(3-methyl-1-phenyl-1H-pyrazol-5-yl)-2H-chromen-2-one
• CAS: 1612159-24-6
• 化学式: C₁₉H₁₃BrN₂O₂
• 分子量: 381.228
• InChiKey: SLRKBFYQPNHKHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.72
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  48.03
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-羟基-6-甲基-2-吡喃酮 、 5-溴水杨醛 在 哌啶 作用下， 以 乙腈 为溶剂， 生成 6-bromo-3-(3-methyl-1-phenyl-1H-pyrazol-5-yl)-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis of 3-(3-Methyl-1-aryl-1H-pyrazol-5-yl)-2H-2-chromen-2-one Derivatives via a One-Pot, Three-Component Reaction

  摘要：

  An efficient synthesis of 3-(3-methyl-1-aryl-1H-pyrazol-5-yl)-2H-2-chromen-2-one derivatives by the reaction of salicylaldehydes, 4-hydroxy-6-methyl-2H-pyran-2-one, and arylhydrazine in acetonitrile under reflux condition and in the presence of piperidine is reported. This three-component reaction has some advantages such as ease of handling, good yields, and easy purification. All structures were confirmed by infrared, mass, H-1 NMR, and C-13 NMR spectroscopy.

  DOI：

  10.1080/00397911.2013.867507

文献信息

• Multicomponent Synthesis and Investigations Fluorescence Activity of Chromenone–Pyrazole Compounds
  作者：Ghodsi Mohammadi Ziarani、Shirin Mohammadsaeed、Alireza Badiei、Jahan B. Ghasemi

  DOI：10.1007/s10895-021-02835-9

  日期：2022.1

  detected mercury ions without any interference with other ions. They can detect a tiny amount of mercury ions, which were comparable with other chemosensors. The detection limit is 4 × 10–7 and 3 × 10–8 M, respectively, for the compound I and II, respectively, which were considered very low amounts. The effect of mercury on health and environmental pollution is essential in medical science. Graphic Abstract

  描述了一种使用 SrFe 12 O 19作为磁性催化剂，通过一锅多组分反应生产一些色烯酮-吡唑衍生物的合成方法。该方法具有许多优点，包括使用有效且易于分离的纳米催化剂，产物收率高，反应时间短，易于处理。其中两种产品显示出荧光特性，可以检测汞离子，而不会干扰其他离子。它们可以检测到微量的汞离子，这与其他化学传感器相当。检测限为 4 × 10 –7和 3 × 10 –8 M 分别表示化合物 I 和 II，它们被认为是非常低的量。汞对健康和环境污染的影响在医学科学中至关重要。 图形摘要
• Meglumine catalyzed one-pot, three-component combinatorial synthesis of pyrazoles bearing a coumarin unit
  作者：Xiao-Tang Li、Yu-Heng Liu、Xin Liu、Zhan-Hui Zhang

  DOI：10.1039/c5ra01677k

  日期：——

  Meglumine has been found to be an efficient catalyst for the synthesis of pyrazolylcoumarins by one-pot three-component reaction of salicylaldehyde, 4-hydroxy-6-methyl-2H-pyran-2-one, and hydrazine.

  美格霉胺已被发现是合成吡唑基香豆素的高效催化剂，通过一锅三组分反应使用水杨醛、4-羟基-6-甲基-2H-吡喃-2-酮和肼。
• Visible-light-induced radical cascade cyclization of pyrazoles bearing a coumarin unit
  作者：Amit Kumar Sharma、Anjali Jaiswal、Anu Mishra、Jyoti Tiwari、Deepali Jaiswal、Shailesh Singh、Jaya Singh、Jagdamba Singh

  DOI：10.1039/d0nj02714f

  日期：——

  Herein, we have described an efficient, eco-friendly, metal free, visible light catalysed synthesis of coumarin based pyrazoles under an open atmosphere involving a photoredox catalyst, which is an inexpensive organic dye. The present strategy is the first example of visible light promoted, aerobic, oxidative cyclization of pyrazoles bearing a coumarin unit via the formation of C–C, C–O and C–N bonds

  本文中，我们描述了在涉及光氧化还原催化剂的开放气氛下，一种便宜的有机染料的香豆素基吡唑的有效，环保，无金属，可见光催化合成。目前的策略是第一个示例，通过形成C–C，C–O和C–N键，形成带有香豆素单元的吡唑的可见光促进的，好氧的，氧化的环化反应，从而以简单的单分子形式获得优异的产品收率。在温和的反应条件下进行罐操作。本方法的主要优点包括反应时间短，成本效益高，后处理容易，底物范围广和原子经济性高。