diethyl 1-(4-bromophenyl)-3-(trifluoromethyl)-1H-furo[2,3-c]pyrazole-4,5-dicarboxylate | 1384431-77-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: diethyl 1-(4-bromophenyl)-3-(trifluoromethyl)-1H-furo[2,3-c]pyrazole-4,5-dicarboxylate
• 英文别名: Diethyl 1-(4-bromophenyl)-3-(trifluoromethyl)furo[2,3-c]pyrazole-4,5-dicarboxylate；diethyl 1-(4-bromophenyl)-3-(trifluoromethyl)furo[2,3-c]pyrazole-4,5-dicarboxylate
• CAS: 1384431-77-9
• 化学式: C₁₈H₁₄BrF₃N₂O₅
• 分子量: 475.219
• InChiKey: SYNOFXHQDYNWDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  83.6
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-diazo-1-(4-bromophenyl)-3-trifluoromethylpyrazolin-5-one 、 丁炔二酸二乙酯 以 邻二氯苯 为溶剂， 反应 9.0h， 以78%的产率得到diethyl 1-(4-bromophenyl)-3-(trifluoromethyl)-1H-furo[2,3-c]pyrazole-4,5-dicarboxylate
  参考文献：
  名称：

  1,3-Dipolar cycloaddition reaction of 3-trifluoromethyl-4-diazopyrazolinones with acetylenedicarboxylates

  摘要：

  Refluxing of 3-trifluoromethyl-4-diazopyrazolinones 1 with dimethyl acetylenedicarboxylates 2 in toluene for 48 h afforded trifluoromethyl-substituted pyrazolo [1,5-d][1,2,4]triazin-7-ones, which resulted from the [3+2] dipolar cycloaddition followed by a rearrangement of the initially produced spiro 3H-pyrazole adducts. However, when 1 was heated to 160 degrees C in dichlorobenzene (o-DCB) for 8 h, it lost nitrogen and reacted with 2 to give 3-trifluoromethyl furo[2,3-c]pyrazoles. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.062

文献信息

• 1,3-Dipolar cycloaddition reaction of 3-trifluoromethyl-4-diazopyrazolinones with acetylenedicarboxylates
  作者：Zhenhua Zhang、Xiaowei Wang、Song Tao、Shizheng Zhu

  DOI：10.1016/j.tet.2012.05.062

  日期：2012.7

  Refluxing of 3-trifluoromethyl-4-diazopyrazolinones 1 with dimethyl acetylenedicarboxylates 2 in toluene for 48 h afforded trifluoromethyl-substituted pyrazolo [1,5-d][1,2,4]triazin-7-ones, which resulted from the [3+2] dipolar cycloaddition followed by a rearrangement of the initially produced spiro 3H-pyrazole adducts. However, when 1 was heated to 160 degrees C in dichlorobenzene (o-DCB) for 8 h, it lost nitrogen and reacted with 2 to give 3-trifluoromethyl furo[2,3-c]pyrazoles. (C) 2012 Elsevier Ltd. All rights reserved.