1-cyclopropylmethyl-1H-1,2,3-triazole-4-carboxylic acid | 1341761-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-cyclopropylmethyl-1H-1,2,3-triazole-4-carboxylic acid
• 英文别名: 1-(cyclopropylmethyl)-1H-1,2,3-triazole-4-carboxylic acid；1-(cyclopropylmethyl)triazole-4-carboxylic acid
• CAS: 1341761-69-0
• 化学式: C₇H₉N₃O₂
• 分子量: 167.167
• InChiKey: LGECTKJDPJOBJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-cyclopropylmethyl-4,5-dibromo-1H-1,2,3-triazole 在 异丙基氯化镁 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 1-cyclopropylmethyl-1H-1,2,3-triazole-4-carboxylic acid
  参考文献：
  名称：

  一种1-取代-1H-1,2,3-三氮唑-4-羧酸的制备 方法

  摘要：

  本发明提供了一种1‑取代‑1H‑1,2,3‑三氮唑‑4‑羧酸的制备方法。将1‑取代‑4,5‑二溴‑1H‑1,2,3‑三氮唑加入异丙基氯化镁反应得到1‑取代‑4‑溴‑1H‑1,2,3‑三氮唑；再直接加入异丙基氯化镁‑氯化锂复合物，得到1‑取代‑1H‑1,2,3‑三氮唑‑4‑羧酸和1‑取代‑4‑溴‑1H‑1,2,3‑三氮唑‑5‑羧酸的混合物；其次，将混合物加入碱和碘甲烷反应得到1‑取代‑4‑溴‑1H‑1,2,3‑三氮唑‑5‑羧酸甲酯；水层用盐酸调节pH＝1‑5，有机溶剂萃取干燥后浓缩结晶得到1‑取代‑1H‑1,2,3‑三氮唑‑4‑羧酸。本发明方法适于工业化生产，有较大的应用价值。

  公开号：

  CN105585534B

文献信息

• Preparation method for 1-substituted-1H-1,2,3-triazole 4-carboxylic acid
  申请人：ABA CHEMICALS (SHANGHAI) LIMITED

  公开号：US10487063B2

  公开（公告）日：2019-11-26

  Provided is a preparation method for 1-substituted-1H-1, 2, 3-triazole-4-carboxylic acid. 1-Substituted-4, 5-dibromo-1H-1,2,3-triazole is added to an isopropylmagnesium chloride to obtain 1-substituted-4-bromo-1H-1,2,3-triazole by a reaction; then an isopropylmagnesium chloride-lithium chloride composite is added directly to obtain a mixture of 1-substituted-1H-1,2,3-triazole-4-carboxylic acid and 1-substituted-4-bromo-1H-1,2,3-triazole-5-carboxylic acid; secondly, to the mixture, a base and iodomethane are added to obtain 1-substituted-4-bromo-1H-1,2,3-triazole-5-carboxylic acid methyl ester by a reaction; the aqueous layer is adjusted with hydrochloric acid to pH=1-5, extracted with an organic solvent and dried; then 1-substituted-1H-1,2,3-triazole-4-carboxylic acid is obtained by concentration and crystallization. The method is suitable for industrialized production and has a greater application value.

  本发明提供了一种 1-取代-1H-1,2,3-三唑-4-羧酸的制备方法。将 1-取代-4，5-二溴-1H-1,2,3-三唑加入到异丙基氯化镁中，通过反应得到 1-取代-4-溴-1H-1,2,3-三唑；然后直接加入异丙基氯化镁-氯化锂复合物，得到 1-取代-1H-1,2,3-三唑-4-羧酸和 1-取代-4-溴-1H-1,2,3-三唑-5-羧酸的混合物；其次，在混合物中加入碱和碘甲烷，通过反应得到 1-取代-4-溴-1H-1,2,3-三唑-5-羧酸甲酯；水层用盐酸调节 pH=1-5 后，用有机溶剂萃取并干燥；然后通过浓缩和结晶得到 1-取代-1H-1,2,3-三唑-4-羧酸。该方法适合工业化生产，具有较大的应用价值。
• Preparation Method for 1-substituted-1H-1,2,3-triazole 4-carboxylic acid
  申请人：ABA CHEMICALS (SHANGHAI) LIMITED

  公开号：US20180029999A1

  公开（公告）日：2018-02-01

  Provided is a preparation method for 1-substituted-1H-1, 2, 3-triazole-4-carboxylic acid. 1-Substituted-4, 5-dibromo-1H-1,2,3-triazole is added to an isopropylmagnesium chloride to obtain 1-substituted-4-bromo-1H-1,2,3-triazole by a reaction; then an isopropylmagnesium chloride-lithium chloride composite is added directly to obtain a mixture of 1-substituted-1H-1,2,3-triazole-4-carboxylic acid and 1-substituted-4-bromo-1H-1,2,3-triazole-5-carboxylic acid; secondly, to the mixture, a base and iodomethane are added to obtain 1-substituted-4-bromo-1H-1,2,3-triazole-5-carboxylic acid methyl ester by a reaction; the aqueous layer is adjusted with hydrochloric acid to pH=1-5, extracted with an organic solvent and dried; then 1-substituted-1H-1,2,3-triazole-4-carboxylic acid is obtained by concentration and crystallization. The method is suitable for industrialized production and has a greater application value.