rac-1-cyanoacetyl-5-hydroxy-3-ethyl-5-trichloromethyl-4,5-dihydro-1H-pyrazole | 1131003-50-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: rac-1-cyanoacetyl-5-hydroxy-3-ethyl-5-trichloromethyl-4,5-dihydro-1H-pyrazole
• 英文别名: Rac-1-cyanoacetyl-5-hydroxy-3-ethyl-5-trichloromethyl-4,5-dihydro-1h-pyrazole；3-[3-ethyl-5-hydroxy-5-(trichloromethyl)-4H-pyrazol-1-yl]-3-oxopropanenitrile
• CAS: 1131003-50-3
• 化学式: C₉H₁₀Cl₃N₃O₂
• 分子量: 298.556
• InChiKey: UOSMCTNMIDCFAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氰乙酰肼 、 (E)-1,1,1-Trichloro-4-methoxy-hex-3-en-2-one 在 盐酸 、 1-butyl-3-methylimidazolium Tetrafluoroborate 作用下， 以 水 为溶剂， 以90%的产率得到rac-1-cyanoacetyl-5-hydroxy-3-ethyl-5-trichloromethyl-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  An efficient synthesis of 1-cyanoacetyl-5-halomethyl-4,5-dihydro-1H-pyrazoles in ionic liquid

  摘要：

  The synthesis of eleven 1-cyanoacetyl-5-hydroxy-5-halomethyl-4,5-dihydro-1H-pyrazoles from the reaction of 4-alkoxy-3-alken-2-ones f((RC)-C-3(O)C(R-2) = C(R-1)OR, where R-3 = CF3, CCl3, CHCl2, CO2 Et; R-2/R-1 = H/H, H/Me, H/Et, -(CH2)(4)-, Me/H, H/Pr, and R = Me, Et) with cyanoacetohydrazide is reported. The reaction was carried out in the ionic liquid ([bmim][BF4]) and molecular solvents. The results showed that when the ionic liquid was used as reaction medium, the reaction time was drastically decreased and the yield was improved.

  DOI：

  10.1007/s00706-008-0874-8

文献信息

• An efficient synthesis of 1-cyanoacetyl-5-halomethyl-4,5-dihydro-1H-pyrazoles in ionic liquid
  作者：Dayse N. Moreira、Clarissa P. Frizzo、Kelvis Longhi、Nilo Zanatta、Helio G. Bonacorso、Marcos A. P. Martins

  DOI：10.1007/s00706-008-0874-8

  日期：2008.9

  The synthesis of eleven 1-cyanoacetyl-5-hydroxy-5-halomethyl-4,5-dihydro-1H-pyrazoles from the reaction of 4-alkoxy-3-alken-2-ones f((RC)-C-3(O)C(R-2) = C(R-1)OR, where R-3 = CF3, CCl3, CHCl2, CO2 Et; R-2/R-1 = H/H, H/Me, H/Et, -(CH2)(4)-, Me/H, H/Pr, and R = Me, Et) with cyanoacetohydrazide is reported. The reaction was carried out in the ionic liquid ([bmim][BF4]) and molecular solvents. The results showed that when the ionic liquid was used as reaction medium, the reaction time was drastically decreased and the yield was improved.