5-Hydroxy-3-(1-methylbenzimidazol-2-yl)-5-trifluoromethyl-4,5-dihydropyrazole | 229317-80-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5-Hydroxy-3-(1-methylbenzimidazol-2-yl)-5-trifluoromethyl-4,5-dihydropyrazole
• 英文别名: 3-(1-Methylbenzimidazol-2-yl)-5-(trifluoromethyl)-1,4-dihydropyrazol-5-ol
• CAS: 229317-80-0
• 化学式: C₁₂H₁₁F₃N₄O
• 分子量: 284.241
• InChiKey: XPASHKGMEVJTMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  62.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-Hydroxy-3-(1-methylbenzimidazol-2-yl)-5-trifluoromethyl-4,5-dihydropyrazole 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以80%的产率得到3-(1-Methylbenzimidazol-2-yl)-5-trifluoromethylpyrazole
  参考文献：
  名称：

  Formation and dehydration of a series of 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazoles

  摘要：

  Reaction of five (3-oxo-4,4,4-trifluorobutanoyl)heterocycles with hydrazine hydrate under mild conditions gave the corresponding 3-heterocyclyl-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazoles. Thermal elimination of water from the 3-(thien-2-yl), 3-(pyridin-2-yl) and 3-(pyridin-4-yl) compounds readily gave the corresponding pyrazoles but acid catalysis was required to form 3-(benzothiazol-2-yl)-5-trifluoromethylpyrazole and 3-(1-methylbenzimidazol-2-yl)-5-trifluoromethylpyrazole. More forcing conditions were required for the analogous dehydration/aromatisations giving 3,5-bis(trifluoromethyl)-1-(4-nitrophenyl)pyrazole and 3,5-bis(trifluoromethyl)-1-pentafluorophenylpyrazole. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00011-1
• 作为产物：
  描述：

  2-(3-Oxo-4,4,4-trifluorobutanoyl)-1-methylbenzimidazole 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以74%的产率得到5-Hydroxy-3-(1-methylbenzimidazol-2-yl)-5-trifluoromethyl-4,5-dihydropyrazole
  参考文献：
  名称：

  Formation and dehydration of a series of 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazoles

  摘要：

  Reaction of five (3-oxo-4,4,4-trifluorobutanoyl)heterocycles with hydrazine hydrate under mild conditions gave the corresponding 3-heterocyclyl-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazoles. Thermal elimination of water from the 3-(thien-2-yl), 3-(pyridin-2-yl) and 3-(pyridin-4-yl) compounds readily gave the corresponding pyrazoles but acid catalysis was required to form 3-(benzothiazol-2-yl)-5-trifluoromethylpyrazole and 3-(1-methylbenzimidazol-2-yl)-5-trifluoromethylpyrazole. More forcing conditions were required for the analogous dehydration/aromatisations giving 3,5-bis(trifluoromethyl)-1-(4-nitrophenyl)pyrazole and 3,5-bis(trifluoromethyl)-1-pentafluorophenylpyrazole. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00011-1