4-(5-Methyl-3-trifluoromethyl-pyrazol-1-yl)-benzenesulfonamide | 750597-06-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(5-Methyl-3-trifluoromethyl-pyrazol-1-yl)-benzenesulfonamide
• 英文别名: 4-[5-Methyl-3-(trifluoromethyl)pyrazol-1-yl]benzenesulfonamide
• CAS: 750597-06-9
• 化学式: C₁₁H₁₀F₃N₃O₂S
• 分子量: 305.281
• InChiKey: MXHVCPBLYDPIQJ-UHFFFAOYSA-N

物化性质

• 熔点：
  142 °C(Solvent: Ethanol)
• 沸点：
  417.8±55.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  86.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(5-Methyl-3-trifluoromethyl-pyrazol-1-yl)-benzenesulfonamide 在 溴 、 potassium carbonate 作用下， 以 氯仿 、 丙酮 为溶剂， 反应 2.0h， 生成 1-[4-[4-Bromo-5-methyl-3-(trifluoromethyl)pyrazol-1-yl]phenyl]sulfonyl-3-phenylurea
  参考文献：
  名称：

  Synthesis and biological evaluation of new 3-trifluoromethylpyrazolesulfonyl-urea and thiourea derivatives as antidiabetic and antimicrobial agents

  摘要：

  Fluorinated pyrazoles, and benzenesulfonylurea and thiourea derivatives as well as their cyclic sulfonylthioureas 2-18 were prepared as hypoglycemic and antibacterial agents. The chemistry involves the condensation of 4-hydrazino benzenesulfonamide hydrochloride with 1-trifluoromethyl diketones 1 to give pyrazole derivatives 2 which upon bromination gave the bromopyrazole 3. Reaction of 2 or 3 with isocyanates and isothiocyanates gave the corresponding ureas 4 and 5 and thioureas 6 and 7. Cyclization of thiourea derivatives with ethyl bromoacetate, ethyl beta-bromopropionate, 1,3-dichloroacetone and alpha-bromoacetophenone yielded the corresponding 4-oxothiazolidines 8 and 9, 4-oxo-5,6-dihydrothiazine 10, 5-oxo-4,5-dihydrothiazines 11 and 12 and thiazolines 13 and 14. Preliminary biological screening of the prepared compounds revealed significant antidiabetic and antibacterial activities. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.12.009
• 作为产物：
  描述：

  三氟乙酰丙酮 、 4-磺酰胺基苯肼盐酸盐 以 乙醇 为溶剂， 反应 4.0h， 以86%的产率得到4-(5-Methyl-3-trifluoromethyl-pyrazol-1-yl)-benzenesulfonamide
  参考文献：
  名称：

  Synthesis and biological evaluation of new 3-trifluoromethylpyrazolesulfonyl-urea and thiourea derivatives as antidiabetic and antimicrobial agents

  摘要：

  Fluorinated pyrazoles, and benzenesulfonylurea and thiourea derivatives as well as their cyclic sulfonylthioureas 2-18 were prepared as hypoglycemic and antibacterial agents. The chemistry involves the condensation of 4-hydrazino benzenesulfonamide hydrochloride with 1-trifluoromethyl diketones 1 to give pyrazole derivatives 2 which upon bromination gave the bromopyrazole 3. Reaction of 2 or 3 with isocyanates and isothiocyanates gave the corresponding ureas 4 and 5 and thioureas 6 and 7. Cyclization of thiourea derivatives with ethyl bromoacetate, ethyl beta-bromopropionate, 1,3-dichloroacetone and alpha-bromoacetophenone yielded the corresponding 4-oxothiazolidines 8 and 9, 4-oxo-5,6-dihydrothiazine 10, 5-oxo-4,5-dihydrothiazines 11 and 12 and thiazolines 13 and 14. Preliminary biological screening of the prepared compounds revealed significant antidiabetic and antibacterial activities. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.12.009

文献信息

• [EN] METHOD FOR LIGHT-PROMOTED OXIDATION OF COMPOUND CONTAINING SATURATED CARBON-HYDROGEN BOND<br/>[FR] PROCÉDÉ D'OXYDATION ACTIVÉE PAR LA LUMIÈRE D'UN COMPOSÉ CONTENANT UNE LIAISON CARBONE-HYDROGÈNE SATURÉE<br/>[ZH] 一种光促进含有饱和碳氢键的化合物氧化的方法
  申请人：[en]FUDAN UNIVERSITY;[zh]复旦大学

  公开号：WO2022257598A1

  公开（公告）日：2022-12-15

  本发明属于有机中间体合成技术领域，提供了一种光促进含有饱和碳氢键的化合物氧化的方法，将含有饱和碳氢键的化合物和催化剂混合，在氧气或空气氛围中，光照射及20℃-100℃的温度条件下，含有饱和碳氢键的化合物发生氧化反应生成氧化产物。该方法是一种用光促进的含有饱和碳氢键的化合物直接氧化方法，仅需在较低的温度下进行，官能团兼容性好，反应时间短，反应效率高，反应成本低，附加值高，操作简单，安全性好，是一种温和、绿色、环境友好型的氧化方法。
• Asiri, Abdullah M.; Faidallah, Hassan M.; Albar, Hassan M., Heterocyclic Communications, 2003, vol. 9, # 5, p. 483 - 488
  作者：Asiri, Abdullah M.、Faidallah, Hassan M.、Albar, Hassan M.、Sharshira

  DOI：——

  日期：——