7-bromo-6,6-dimethyl-1-phenyl-3-trifluoromethyl-6,7-dihydro-1H-indazol-4(5H)-one | 1373316-10-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7-bromo-6,6-dimethyl-1-phenyl-3-trifluoromethyl-6,7-dihydro-1H-indazol-4(5H)-one
• 英文别名: 7-Bromo-6,6-dimethyl-1-phenyl-3-trifluoro-methyl-6,7-dihydro-1h-indazol-4(5h)-one；7-bromo-6,6-dimethyl-1-phenyl-3-(trifluoromethyl)-5,7-dihydroindazol-4-one
• CAS: 1373316-10-9
• 化学式: C₁₆H₁₄BrF₃N₂O
• 分子量: 387.199
• InChiKey: URNIDPWHCKKUKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-bromo-6,6-dimethyl-1-phenyl-3-trifluoromethyl-6,7-dihydro-1H-indazol-4(5H)-one 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 铜 作用下， 以 水 、 丙酮 、 叔丁醇 为溶剂， 反应 56.0h， 生成 6,6-dimethyl-1-phenyl-7-(4-phenyl-1H-1,2,3-triazol-1-yl)-3-trifluoromethyl-6,7-dihydro-1H-indazol-4(5H)-one
  参考文献：
  名称：

  Regioselective synthesis of polyfluoroalkyl-substituted 7-(1H-1,2,3-triazol-1-yl)-6,7-dihydro-1H-indazol-4(5H)-ones

  摘要：

  3-Polyfluoroalkyl-6,6-dimethyl-7-(1H-1,2,3-triazol-1-yl)-6,7-dihydro-1H-indazol-4(5H)-ones were synthesized with high regioselectivity by 1,3-dipolar cycloaddition of terminal alkynes (phenylacetylene, hex-1-yne, hept-1-yne, and but-3-yn-1-ol) to 7-azido-6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones which were prepared by bromination of 6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones with N-bromosuccinimide in anhydrous carbon tetrachloride, followed by treatment of the corresponding 7-bromo derivatives with sodium azide.

  DOI：

  10.1134/s1070428012030128
• 作为产物：
  描述：

  6,6-dimethyl-3-trifluoromethyl-1-phenyl-6,7-dihydro-1H-indazol-4(5H)-one 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 8.0h， 以80%的产率得到7-bromo-6,6-dimethyl-1-phenyl-3-trifluoromethyl-6,7-dihydro-1H-indazol-4(5H)-one
  参考文献：
  名称：

  Regioselective synthesis of polyfluoroalkyl-substituted 7-(1H-1,2,3-triazol-1-yl)-6,7-dihydro-1H-indazol-4(5H)-ones

  摘要：

  3-Polyfluoroalkyl-6,6-dimethyl-7-(1H-1,2,3-triazol-1-yl)-6,7-dihydro-1H-indazol-4(5H)-ones were synthesized with high regioselectivity by 1,3-dipolar cycloaddition of terminal alkynes (phenylacetylene, hex-1-yne, hept-1-yne, and but-3-yn-1-ol) to 7-azido-6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones which were prepared by bromination of 6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones with N-bromosuccinimide in anhydrous carbon tetrachloride, followed by treatment of the corresponding 7-bromo derivatives with sodium azide.

  DOI：

  10.1134/s1070428012030128