5-(4-Bromo-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-2-chloro-4-fluoro-benzoyl chloride | 200624-30-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-Bromo-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-2-chloro-4-fluoro-benzoyl chloride
• CAS: 200624-30-2
• 化学式: C₁₂H₅BrCl₂F₄N₂O
• 分子量: 419.988
• InChiKey: WTQOETDGQYYJKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.04
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  34.89
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-(4-Bromo-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-2-chloro-4-fluoro-benzoyl chloride 在 ammonium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以83 mg的产率得到JV 485 (14C-Ph) amide
  参考文献：
  名称：

  The radiolabeled syntheses of JV 485, a herbicide candidate for winter wheat

  摘要：

  JV 485 [C-14-Ph] and JV 485 [C-14-Py] were synthesized in seven steps in 35% and 44% overall yields, respectively, utilizing the same reaction schemes. The key step in each of the syntheses is a one pot Mid-Century Oxidation (I) of an aromatic methyl group to a carboxylic acid. The C-14 radiolabeled syntheses of two isolated metabolites of JV 485 were also completed. Preparation of the JV 485 [phenyl-C-14(U)] amide was completed in 62% yield from 2-chloro-5-14-bromo-1-methyl-5-trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzoic acid [ring-C-14(U)], (9) over bar. Preparation of the JV 485 [phenyl-C-14(U)] desmethyl acid <(13)over bar> was accomplished in 18% overall yield in four steps from 3-(4-chloro-2-fluoro-5-methylphenyl [ring-14C(U)])-5-(trifluoromethyl)1H-pyrazole, (4) over bar.

  DOI：

  10.1002/1099-1344(200006)43:7<645::aid-jlcr349>3.0.co;2-6
• 作为产物：
  描述：

  1-(4-chloro-2-fluoro-5-methylphenyl [ring-14C(U)])-1-methyl-5-(trifluoromethyl)-1H-pyrazole 在 草酰氯 、 溴 、 cobalt(II) acetate 、 manganese(II) acetate 、 溶剂黄146 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 60.0h， 生成 5-(4-Bromo-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-2-chloro-4-fluoro-benzoyl chloride
  参考文献：
  名称：

  The radiolabeled syntheses of JV 485, a herbicide candidate for winter wheat

  摘要：

  JV 485 [C-14-Ph] and JV 485 [C-14-Py] were synthesized in seven steps in 35% and 44% overall yields, respectively, utilizing the same reaction schemes. The key step in each of the syntheses is a one pot Mid-Century Oxidation (I) of an aromatic methyl group to a carboxylic acid. The C-14 radiolabeled syntheses of two isolated metabolites of JV 485 were also completed. Preparation of the JV 485 [phenyl-C-14(U)] amide was completed in 62% yield from 2-chloro-5-14-bromo-1-methyl-5-trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzoic acid [ring-C-14(U)], (9) over bar. Preparation of the JV 485 [phenyl-C-14(U)] desmethyl acid <(13)over bar> was accomplished in 18% overall yield in four steps from 3-(4-chloro-2-fluoro-5-methylphenyl [ring-14C(U)])-5-(trifluoromethyl)1H-pyrazole, (4) over bar.

  DOI：

  10.1002/1099-1344(200006)43:7<645::aid-jlcr349>3.0.co;2-6