ethyl 4-(chloromethyl)-1-phenyl-1H-pyrazole-3-carboxylate | 1425796-58-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 4-(chloromethyl)-1-phenyl-1H-pyrazole-3-carboxylate
• CAS: 1425796-58-2
• 化学式: C₁₃H₁₃ClN₂O₂
• 分子量: 264.711
• InChiKey: CSLUEMYYXXRQCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  44.12
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-(chloromethyl)-1-phenyl-1H-pyrazole-3-carboxylate 在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 4-(mercaptomethyl)-1-phenyl-1H-pyrazole-3-carboxylic acid
  参考文献：
  名称：

  Polyfunctional pyrazoles. 7*. Ethyl 1-aryl-4-formylpyrazole-3-carboxylates in the synthesis of 2-aryl-2,4-dihydro-6H-thieno-[3,4-c]pyrazol-6-ones

  摘要：

  A convenient method has been developed for the synthesis of 2,4-dihydro-6H-thieno[3,4-c]pyrazol-6-ones by means of an intramolecular cyclization of 4-sulfanylmethylpyrazole-3-carboxylic acids. The latter were prepared from ethyl 4-formylpyrazole-3-carboxylates via the intermediate 4-hydroxy-methyl-, 4-chloromethyl-, and 4-thioureidomethyl derivatives.

  DOI：

  10.1007/s10593-013-1171-y
• 作为产物：
  描述：

  ethyl 4-(hydroxymethyl)-1-phenyl-1H-pyrazole-3-carboxylate 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以87%的产率得到ethyl 4-(chloromethyl)-1-phenyl-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Polyfunctional pyrazoles. 7*. Ethyl 1-aryl-4-formylpyrazole-3-carboxylates in the synthesis of 2-aryl-2,4-dihydro-6H-thieno-[3,4-c]pyrazol-6-ones

  摘要：

  A convenient method has been developed for the synthesis of 2,4-dihydro-6H-thieno[3,4-c]pyrazol-6-ones by means of an intramolecular cyclization of 4-sulfanylmethylpyrazole-3-carboxylic acids. The latter were prepared from ethyl 4-formylpyrazole-3-carboxylates via the intermediate 4-hydroxy-methyl-, 4-chloromethyl-, and 4-thioureidomethyl derivatives.

  DOI：

  10.1007/s10593-013-1171-y

文献信息

• Polyfunctional Pyrazoles. 10*. Synthesis of 5-OXO-4,5,7,9-Tetrahydropyrazolo[3,4-е][1,2,3]-Triazolo[1,5-а][1,3]Diazepine-3-Carboxamides in a Tandem Reaction of Ethyl 4-(Azido-Methyl)Pyrazole-3-Carboxylates with Cyanoacetamides
  作者：M. K. Bratenko、M. M. Barus、M. V. Vovk

  DOI：10.1007/s10593-015-1641-5

  日期：2015.3

  4-(Azidomethyl)pyrazole-3-carboxylic acid ethyl esters react with cyanoacetamides in THF solution in the presence of t-BuOK resulting in the formation of 5-oxo-4,5,7,9-tetrahydropyrazolo[3,4-e][1,2,3]-triazolo[1,5-a][1,3]diazepine-3-carboxamides.