5-hydroxy-1-(3-methylquinoxalin-2-yl)-3-phenyl-5-trifluoromethyl-Δ2-pyrazoline | 1207384-83-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-hydroxy-1-(3-methylquinoxalin-2-yl)-3-phenyl-5-trifluoromethyl-Δ2-pyrazoline
• 英文别名: 5-hydroxy-1-(3-methylquinoxalin-2-yl)-3-phenyl-5-trifluoromethyl-Δ²-pyrazoline
• CAS: 1207384-83-5
• 化学式: C₁₉H₁₅F₃N₄O
• 分子量: 372.35
• InChiKey: ROKKTIFSTDUZEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  61.61
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-hydroxy-1-(3-methylquinoxalin-2-yl)-3-phenyl-5-trifluoromethyl-Δ2-pyrazoline 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以85%的产率得到1-(3-甲基喹喔啉-2-基)-3-苯基-5-三氟甲基吡唑
  参考文献：
  名称：

  Some novel observations on the reaction of 2-hydrazino-3-methylquinoxaline with trifluoromethyl-β-diketones

  摘要：

  The reaction of 2-hydrazino-3-methylquinoxaline 1 with trifluoromethyl-beta-diketones 2 not only yields the expected 5-trifluoromethyl-5-hydroxy-Delta(2)-pyrazolines 3a-3f and/or 3-trifluoromethylpyrazoles 4c-4f but also the unexpected products 1,2,4-triazolo[4,3-a]quinoxalines 5a-5f and/or 3(5)-trifluoromethyl-1H-pyrazoles 6c-6f. Furthermore, the acid-catalyzed dehydration of 5-hydroxypyrazolines 3a-3b resulted in the formation of unexpected 5a-5b along with the expected corresponding pyrazoles 7a-7b. These unprecedented observations provide evidence for the existence of equilibrium between the hydroxypyrazoline 3 and its open chain tautomer, ketoimine 9 in the mechanistic path leading to the formation of pyrazoles 7 and triazoles 5. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.06.021
• 作为产物：
  描述：

  2-肼基-3-甲基喹喔啉 、 苯甲酰三氟丙酮 以 四氢呋喃 为溶剂， 反应 5.0h， 以46%的产率得到5-hydroxy-1-(3-methylquinoxalin-2-yl)-3-phenyl-5-trifluoromethyl-Δ2-pyrazoline
  参考文献：
  名称：

  Some novel observations on the reaction of 2-hydrazino-3-methylquinoxaline with trifluoromethyl-β-diketones

  摘要：

  The reaction of 2-hydrazino-3-methylquinoxaline 1 with trifluoromethyl-beta-diketones 2 not only yields the expected 5-trifluoromethyl-5-hydroxy-Delta(2)-pyrazolines 3a-3f and/or 3-trifluoromethylpyrazoles 4c-4f but also the unexpected products 1,2,4-triazolo[4,3-a]quinoxalines 5a-5f and/or 3(5)-trifluoromethyl-1H-pyrazoles 6c-6f. Furthermore, the acid-catalyzed dehydration of 5-hydroxypyrazolines 3a-3b resulted in the formation of unexpected 5a-5b along with the expected corresponding pyrazoles 7a-7b. These unprecedented observations provide evidence for the existence of equilibrium between the hydroxypyrazoline 3 and its open chain tautomer, ketoimine 9 in the mechanistic path leading to the formation of pyrazoles 7 and triazoles 5. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.06.021