5-(2-furyl)-1H-pyrazol-3-ol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 5-(2-furyl)-1H-pyrazol-3-ol
• 英文别名: 3-(furan-2-yl)-1H-pyrazol-5-ol；5-(furan-2-yl)-1,2-dihydropyrazol-3-one
• 化学式: C₇H₆N₂O₂
• mdl: MFCD04969740
• 分子量: 150.137
• InChiKey: JUGKNVFOSHLNDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(2-furyl)-1H-pyrazol-3-ol 、 1-溴-4-硝基苯 在 bis(triphenylphosphine)nickel(II) chloride 、 potassium hydrogencarbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以75%的产率得到5-(furan-2-yl)-3-(4-nitrophenoxy)-1H-pyrazole
  参考文献：
  名称：

  低催化负荷，弱碱参与下镍催化的C-O交叉偶联反应

  摘要：

  在温和的条件下，通过使用低剂量的NiCl 2（PPh 3）2和弱碱KHCO 3，通过镍催化的C-O交叉偶联合成了一系列二芳基醚。

  DOI：

  10.1002/ejoc.201901851
• 作为产物：
  描述：

  呋喃甲酰氯 在 四氯化碳 、 乙醇 、 magnesium 、 肼 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 18.0h， 生成 5-(2-furyl)-1H-pyrazol-3-ol
  参考文献：
  名称：

  Synthesis of 3-substituted and 3,4-disubstituted pyrazolin-5-ones

  摘要：

  The synthesis of 3-substituted and 3,4-disubstituted pyrazolin-5-ones from acylated ethyl acetoacetates and diethyl malonates is described. The reaction of acylated ethyl acetoacetates and diethyl acetylmalonate with hydrazine (98%) gave 3-substituted-pyrazolin-5-ones and malonyidihydrazide, respectively, following a deacetylation-condensation sequence. The reaction of ethyl 2-acetyl-3-hydroxy-2-butenoate and diethyl 2-(1-hydroxyethylidene)malonate with hydrazine monohydrochloride yielded ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate and 4-ethoxycarbonyl-3-methylpyrazolin-5-one, respectively, following a dehydration-cyclocondensation sequence, in high yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00306-x

文献信息

• 一种5-芳基-3-苯氧基-1-氢-吡唑化合物及其制备方法
  申请人：福州大学

  公开号：CN108329264A

  公开（公告）日：2018-07-27

  本发明属于药物化学领域，其公开了一种5‑芳基‑3‑苯氧基‑1‑氢‑吡唑化合物及其制备方法，所述5‑芳基‑3‑苯氧基‑1‑氢‑吡唑化合物的结构通式为：，其中Ar为氢、甲基、芳基或取代芳基。该化合物具有一定癌细胞抑制活性，可用于制备抗癌药物。
• Cobalt doped ZnS nanoparticles as a recyclable catalyst for solvent-free synthesis of heterocyclic privileged medicinal scaffolds under infrared irradiation
  作者：Anshu Dandia、Vijay Parewa、Shyam L. Gupta、Kuldeep S. Rathore

  DOI：10.1016/j.molcata.2013.02.010

  日期：2013.7

  This paper reports preparation and characterization of cobalt doped ZnS NPs and their catalytic application in the synthesis of heterocyclic privileged medicinal scaffolds involving pyrazolones (with excellent regioselectivity) and 1,3-oxathiolan-5-one frameworks under infrared irradiation. Nanoparticles have been prepared at room temperature by a wet chemical method. The heterogeneous catalysts were fully characterized by XRD, TEM, EDAX, ICP-AES and UV/Vis. Under infrared radiation (IR), the catalytic activity of Co doped ZnS NPs was about 40-fold higher under IR as compared to the conventional method. Nanocatalyst plays a dual role of catalyst as well as susceptor, and enhances the overall capacity to absorb IR in the reaction mixture. Doping by Co promotes the activity and selectivity of ZnS NPs as indicated by their high TOF value, providing the products with good to excellent yields. The surface acidity of NPs was measured by FTIR spectra of chemisorbed pyridine. The present method does not involve any hazardous organic solvent or catalyst. The introduction of nanocatalyst in an IR system offers promising features for the reaction response such as the shorter reaction time, simple work-up procedure, and purification of products by non-chromatographic methods. The catalyst was reused up to four runs without an appreciable loss of catalytic activity. (C) 2013 Elsevier B.V. All rights reserved.
• Torrey; Zanetti, American Chemical Journal, 1910, vol. 44, p. 411
  作者：Torrey、Zanetti

  DOI：——

  日期：——
• Torrey; Zanetti, Journal of the American Chemical Society, 1908, vol. 30, p. 1243
  作者：Torrey、Zanetti

  DOI：——

  日期：——