4-chloro-5-(1,1,2,2,2-pentafluoroethyl)-1-methylpyrazole-3-carboxylic acid | 1024599-63-0

• 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-chloro-5-(1,1,2,2,2-pentafluoroethyl)-1-methylpyrazole-3-carboxylic acid
• CAS: 1024599-63-0
• 化学式: C₇H₄ClF₅N₂O₂
• 分子量: 278.566
• InChiKey: NEJUHKFGUNEWPR-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  4-chloro-5-(1,1,2,2,2-pentafluoroethyl)-1-methylpyrazole-3-carboxylic acid 在 草酰氯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  通过使用氟化的醇作为溶剂提高吡唑形成中的区域选择性：氟化的Tebufenpyrad类似物的合成和生物活性

  摘要：

  The preparation of N-methylpyrazoles is usually accomplished through reaction of a suitable 1,3-diketone with methylhydrazine in ethanol as the solvent. This strategy, however, leads to the formation of regioisomeric mixtures of N-methylpyrazoles, which sometimes are difficult to separate. We have determined that the use of fluorinated alcohols such as 2,2,2-trifluoroethanol (TFE) and 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) as solvents dramatically increases the regioselectivity in the pyrazole formation, and we have used this modification in a straightforward synthesis of fluorinated analogs of Tebufenpyrad with acaricide activity.

  DOI：

  10.1021/jo800251g
• 作为产物：
  描述：

  5-(1,1,2,2,2-pentafluoroethyl)-1-methylpyrazole-3-carboxylic acid 在 sodium hypochlorite 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 16.0h， 以82%的产率得到4-chloro-5-(1,1,2,2,2-pentafluoroethyl)-1-methylpyrazole-3-carboxylic acid
  参考文献：
  名称：

  通过使用氟化的醇作为溶剂提高吡唑形成中的区域选择性：氟化的Tebufenpyrad类似物的合成和生物活性

  摘要：

  The preparation of N-methylpyrazoles is usually accomplished through reaction of a suitable 1,3-diketone with methylhydrazine in ethanol as the solvent. This strategy, however, leads to the formation of regioisomeric mixtures of N-methylpyrazoles, which sometimes are difficult to separate. We have determined that the use of fluorinated alcohols such as 2,2,2-trifluoroethanol (TFE) and 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) as solvents dramatically increases the regioselectivity in the pyrazole formation, and we have used this modification in a straightforward synthesis of fluorinated analogs of Tebufenpyrad with acaricide activity.

  DOI：

  10.1021/jo800251g