4-hydroxy-6-methyl-3-(1(2)H-pyrazol-3-yl)-pyran-2-one | 64932-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 4-hydroxy-6-methyl-3-(1(2)H-pyrazol-3-yl)-pyran-2-one
• 英文别名: 4-hydroxy-6-methyl-3-(1H-pyrazol-3-yl)-2H-pyran-2-one；4-hydroxy-6-methyl-3-(1H-pyrazol-5-yl)pyran-2-one
• CAS: 64932-34-9
• 化学式: C₉H₈N₂O₃
• mdl: MFCD18168799
• 分子量: 192.174
• InChiKey: PTFCNBWCZAMULF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  75.2
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为产物：
  描述：

  去氢乙酸 在 一水合肼 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 生成 4-hydroxy-6-methyl-3-(1(2)H-pyrazol-3-yl)-pyran-2-one
  参考文献：
  名称：

  Al-Saleh, Balkis; Al-Awadi, Nouria; Al-Kandari, Halema, Journal of Chemical Research, Miniprint, 2000, # 1, p. 201 - 214

  摘要：

  DOI：

文献信息

• Synthesis of a pyrano[2,3-<i>b</i>] pyridine with vinylogous hydroxamic acid structures
  作者：Werner Löwe

  DOI：10.1002/jhet.5570140542

  日期：1977.8.4

  A new, two step synthesis of a pyrano[2,3-b]pyridine derivative 5 is described. Dehydro-acetic acid and N,N-dimethylformamide dimethylacetal was condensed to form 2. Compound 2 was converted into 5 by reaction with hydroxylamine which opens the lactone ring.

  描述了一种新的，两步合成吡喃并[2,3- b ]吡啶衍生物5的方法。将脱氢乙酸和N，N-二甲基甲酰胺二甲基缩醛缩合形成2。通过与羟胺反应打开内酯环，将化合物2转化为5。
• Al-Saleh, Balkis; Al-Awadi, Nouria; Al-Kandari, Halema, Journal of Chemical Research, Miniprint, 2000, # 1, p. 201 - 214
  作者：Al-Saleh, Balkis、Al-Awadi, Nouria、Al-Kandari, Halema、Abdel-Khalik, Mervat Mohammed、Elnagdi, Hilmy

  DOI：——

  日期：——
• LOEWE W., J. HETEROCYCL. CHEM. <JHTC-AD>, 1977, 14, NO 5, 931-932
  作者：LOEWE W.

  DOI：——

  日期：——
• Silica supported sodium hydrogen sulfate (NaHSO4–SiO2): A novel, green catalyst for synthesis of pyrazole and pyranyl pyridine derivatives under solvent-free condition via heterocyclic β-enaminones
  作者：Zeba N. Siddiqui、Farheen Farooq

  DOI：10.1016/j.molcata.2012.07.024

  日期：2012.11

  NaHSO4-SiO2 is used as an efficient, mild and reusable catalyst for the synthesis of novel heterocyclic pyrazole (5a-h) and pyranyl pyridine (7a-h) derivatives via heterocyclic beta-enaminones (3a-d) under thermal solvent-free conditions. The remarkable features of this green, new methodology are high conversions, cleaner reaction profile, simple experimental and work-up procedures. Structures of the newly synthesized compounds have been elucidated on the basis of elemental analysis and spectral data (IR, H-1 NMR, C-13 NMR and mass spectrometry). The catalyst is characterized for the first time by using scanning electron microscopy-energy dispersive X-ray (SEM-EDX) and powder XRD. The catalyst can be reused several times without significant loss of its catalytic activity. (c) 2012 Elsevier B.V. All rights reserved.