4,4,5,5-tetramethyl-2-(pyrazol-1-yl)-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,4,5,5-tetramethyl-2-(pyrazol-1-yl)-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl
• 化学式: C₁₀H₁₅N₄O₂
• 分子量: 223.255
• InChiKey: BIPAZXPUGOBICX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4,5,5-tetramethyl-2-(pyrazol-1-yl)-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl 在 三苯基膦 作用下， 以 苯 为溶剂， 反应 24.0h， 以55%的产率得到4,4,5,5-tetramethyl-2-(pyrazol-1-yl)-4,5-dihydro-1H-imidazole-1-oxyl
  参考文献：
  名称：

  Syntheses and structures of azol-1-yl derivatives of nitronyl and imino nitroxides

  摘要：

  2-(Pyrazol-1-yl)-, 2-(imidazol-1-yl)-, 2-([1,2,4]triazol-1-yl)-, and 2-(benzotriazol-1-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl were prepared by reactions of 2-bromo-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl (NIT-Br) with the corresponding sodium azolides. In prepared 2-(azol-1-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyls, the NIT-N-Het bond is readily hydrolyzed. Reduction of imidazole-3-oxide-1-oxyls leads to corresponding 2-(azol-1-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-1-oxyls, which are much more stable against hydrolysis. The structures of spin-labeled imidazoles, [1,2,4]triazoles and benzotriazoles are confirmed by X-ray analysis, showing that the paramagnetic molecules form packings with motifs from centrosymmetric dimers to topologically linear chains. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.087
• 作为产物：
  描述：

  吡唑 、 2-bromo-4,4,5,5-tetramethylimidazoline 3-oxide 1-oxyl 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.17h， 以51%的产率得到4,4,5,5-tetramethyl-2-(pyrazol-1-yl)-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl
  参考文献：
  名称：

  Syntheses and structures of azol-1-yl derivatives of nitronyl and imino nitroxides

  摘要：

  2-(Pyrazol-1-yl)-, 2-(imidazol-1-yl)-, 2-([1,2,4]triazol-1-yl)-, and 2-(benzotriazol-1-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl were prepared by reactions of 2-bromo-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl (NIT-Br) with the corresponding sodium azolides. In prepared 2-(azol-1-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyls, the NIT-N-Het bond is readily hydrolyzed. Reduction of imidazole-3-oxide-1-oxyls leads to corresponding 2-(azol-1-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-1-oxyls, which are much more stable against hydrolysis. The structures of spin-labeled imidazoles, [1,2,4]triazoles and benzotriazoles are confirmed by X-ray analysis, showing that the paramagnetic molecules form packings with motifs from centrosymmetric dimers to topologically linear chains. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.087