(5R)-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-thiocarboxamide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (5R)-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-thiocarboxamide
• 英文别名: (5R)-5-hydroxy-5-(trifluoromethyl)-4H-pyrazole-1-carbothioamide
• 化学式: C₅H₆F₃N₃OS
• 分子量: 213.183
• InChiKey: ADMRFPOKULDTKB-SCSAIBSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  93.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-oxo-4,4,4-trifluorobutyraldehyde 、 氨基硫脲 以 乙醇 为溶剂， 生成 (5R)-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-thiocarboxamide
  参考文献：
  名称：

  Synthesis of Some 2-(3-Alkyl/aryl-5-trifluoromethylpyrazol-1-yl)-4-(coumarin-3-yl)thiazoles as Novel Antibacterial Agents

  摘要：

  Herein, we describe a one-pot synthesis of some novel 2-(3-alkyl/aryl-5-trifluoromethylpyrazol-1-yl)-4-(coumarin-3-yl)thiazoles (6) involving the reaction of 3-alkyl/aryl-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazole-1-thiocarboxamides (3) with 3-bromoacetylcoumarins (5) in the presence of sodium carbonate in ethanol. Reaction of 3 with 5 in the absence of sodium carbonate, however, resulted in the formation of 2-(3-alkyl/aryl-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-yl)-4-(coumarin-3-yl)thiazoles, which were subsequently dehydrated to 6 by refluxing in ethanol in the presence of sodium carbonate. The structure of the synthesized compounds (6) was confirmed by infrared (IR), mass, H-1 NMR, and C-13 NMR spectra and elemental analysis data. Newly synthesized compounds (6) showed moderate to good activity against Gram-positive bacteria.

  DOI：

  10.1080/00397911.2015.1062986

文献信息

• Synthesis of Some 2-(3-Alkyl/aryl-5-trifluoromethylpyrazol-1-yl)-4-(coumarin-3-yl)thiazoles as Novel Antibacterial Agents
  作者：Sunil Kumar、Ranjana Aggarwal、Chetan Sharma

  DOI：10.1080/00397911.2015.1062986

  日期：2015.9.2

  Herein, we describe a one-pot synthesis of some novel 2-(3-alkyl/aryl-5-trifluoromethylpyrazol-1-yl)-4-(coumarin-3-yl)thiazoles (6) involving the reaction of 3-alkyl/aryl-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazole-1-thiocarboxamides (3) with 3-bromoacetylcoumarins (5) in the presence of sodium carbonate in ethanol. Reaction of 3 with 5 in the absence of sodium carbonate, however, resulted in the formation of 2-(3-alkyl/aryl-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-yl)-4-(coumarin-3-yl)thiazoles, which were subsequently dehydrated to 6 by refluxing in ethanol in the presence of sodium carbonate. The structure of the synthesized compounds (6) was confirmed by infrared (IR), mass, H-1 NMR, and C-13 NMR spectra and elemental analysis data. Newly synthesized compounds (6) showed moderate to good activity against Gram-positive bacteria.