1-(5-hydroxy-3-methyl-1-(4-tolylthiazol-2-yl)-1H-pyrazol-4-yl)butane-1,3-dione | 1351946-52-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5-hydroxy-3-methyl-1-(4-tolylthiazol-2-yl)-1H-pyrazol-4-yl)butane-1,3-dione
• CAS: 1351946-52-5
• 化学式: C₁₈H₁₇N₃O₃S
• 分子量: 355.417
• InChiKey: VLROBEDMGNGGRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  85.08
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-(5-hydroxy-3-methyl-1-(4-tolylthiazol-2-yl)-1H-pyrazol-4-yl)butane-1,3-dione 在 盐酸羟胺 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.08h， 以63%的产率得到3-methyl-4-(3-methylisoxazol-5-yl)-1-(4-p-tolylthiazol-2-yl)-1H-pyrazol-5-ol
  参考文献：
  名称：

  Synthesis and antimicrobial activities of some isoxazolyl thiazolyl pyrazoles

  摘要：

  A series of isoxazolyl thiazolyl pyrazoles 5a-d was synthesized by multi-step process, starting from 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one (dehydroacetic acid, DHAA) 1. DHAA 1 was easily converted to thiosemicarbazone 2 which on reaction with alpha-bromoketones yielded thiazolyl hydrazones 3. Refluxing 3 in ethanol-acetic acid furnished 1-(5-hydroxy-3-methyl-1-substituted pyrazol-4-yl)-1,3-butanediones 4. Finally, the title compounds 5a-d were synthesized from 4 on treatment with hydroxylamine. The in vitro antimicrobial activity of compounds 3a-d, 4a-d and 5a-d were tested. Most of the synthesized compounds exhibited significant antibacterial and antifungal activities.

  DOI：

  10.1007/s00044-011-9859-y
• 作为产物：
  描述：

  2-溴-4'-甲基苯乙酮 在 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.42h， 生成 1-(5-hydroxy-3-methyl-1-(4-tolylthiazol-2-yl)-1H-pyrazol-4-yl)butane-1,3-dione
  参考文献：
  名称：

  Synthesis and antimicrobial activities of some isoxazolyl thiazolyl pyrazoles

  摘要：

  A series of isoxazolyl thiazolyl pyrazoles 5a-d was synthesized by multi-step process, starting from 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one (dehydroacetic acid, DHAA) 1. DHAA 1 was easily converted to thiosemicarbazone 2 which on reaction with alpha-bromoketones yielded thiazolyl hydrazones 3. Refluxing 3 in ethanol-acetic acid furnished 1-(5-hydroxy-3-methyl-1-substituted pyrazol-4-yl)-1,3-butanediones 4. Finally, the title compounds 5a-d were synthesized from 4 on treatment with hydroxylamine. The in vitro antimicrobial activity of compounds 3a-d, 4a-d and 5a-d were tested. Most of the synthesized compounds exhibited significant antibacterial and antifungal activities.

  DOI：

  10.1007/s00044-011-9859-y