2-Chloro-4-fluoro-5-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-benzoic acid | 177489-17-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-Chloro-4-fluoro-5-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-benzoic acid
• 英文别名: 2-Chloro-4-fluoro-5-[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]benzoic Acid；2-chloro-4-fluoro-5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]benzoic acid
• CAS: 177489-17-7
• 化学式: C₁₂H₇ClF₄N₂O₂
• 分子量: 322.646
• InChiKey: HQQFSYCAXAZRTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-Chloro-4-fluoro-5-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-benzoic acid 在 溴 作用下， 以 甲苯 为溶剂， 反应 36.0h， 以0.865 g的产率得到2-chloro-5-[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzpic acid [ring-14C(U)]
  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：

  4-氯-2-氟-5-甲基苯乙酮 在 sodium methylate 、 cobalt(II) acetate 、 manganese(II) acetate 、 溶剂黄146 、 肼 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 37.5h， 生成 2-Chloro-4-fluoro-5-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-benzoic acid
  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

文献信息

• HETEROCYCLIC- AND CARBOCYCLIC-SUBSTITUTED BENZOIC ACIDS AND SYNTHESIS THEREOF
  申请人：MONSANTO COMPANY

  公开号：EP0772598A1

  公开（公告）日：1997-05-14
• PREPARATION OF HETEROCYCLIC- AND CARBOCYCLIC-SUBSTITUTED BENZOIC ACIDS
  申请人：Monsanto Technology LLC

  公开号：EP0772598B1

  公开（公告）日：2002-02-06
• PREPARATION OF SUBSTITUTED 3-ARYL-5-HALOALKYL-PYRAZOLES HAVING HERBICIDAL ACTIVITY
  申请人：MONSANTO COMPANY

  公开号：EP0923520A2

  公开（公告）日：1999-06-23
• US5587485A
  申请人：——

  公开号：US5587485A

  公开（公告）日：1996-12-24
• US5986104A
  申请人：——

  公开号：US5986104A

  公开（公告）日：1999-11-16