4-(1-methyl-3,5-dinitro-1H-pyrazol-4-yl)morpholine | 384821-82-3

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 4-(1-methyl-3,5-dinitro-1H-pyrazol-4-yl)morpholine
• 英文别名: 4-(1-Methyl-3,5-dinitropyrazol-4-yl)morpholine
• CAS: 384821-82-3
• 化学式: C₈H₁₁N₅O₅
• 分子量: 257.206
• InChiKey: GVDOHBVVHGYHIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  吗啉 、 1-methyl-3,5-dinitro-4-chloropyrazole 以 甲醇 为溶剂， 反应 7.0h， 以80%的产率得到4-(1-methyl-3,5-dinitro-1H-pyrazol-4-yl)morpholine
  参考文献：
  名称：

  Efficient Procedure for High-Yield Synthesis of 4-Substituted 3,5-Dinitropyrazoles Using 4-Chloro-3,5-dinitropyrazole

  摘要：

  The transformations of readily available 4-chloro-3,5-dinitropyrazole and its N-methylated derivative under the action of anionic S-/O-nucleophiles and neutral N-nucleophiles were studied. Independent of the substrate's charge (anionic, R = H, or neutral, R = Me), the nucleophilic substitution proceeds exclusively at position 4 replacing the chlorine nucleofuge. As a result of this study, the effective synthetic method for the preparation of 4-substituted 3,5-dinitropyrazoles via the nucleophilic substitution in 4-chloro3,5-dinitropyrazole was elaborated.

  DOI：

  10.1055/s-0031-1291134

文献信息

• Efficient Procedure for High-Yield Synthesis of 4-Substituted 3,5-Dinitropyrazoles Using 4-Chloro-3,5-dinitropyrazole
  作者：Igor Dalinger、Irina Vatsadze、Tatyana Shkineva、Galina Popova、Svyatoslav Shevelev

  DOI：10.1055/s-0031-1291134

  日期：2012.7

  The transformations of readily available 4-chloro-3,5-dinitropyrazole and its N-methylated derivative under the action of anionic S-/O-nucleophiles and neutral N-nucleophiles were studied. Independent of the substrate's charge (anionic, R = H, or neutral, R = Me), the nucleophilic substitution proceeds exclusively at position 4 replacing the chlorine nucleofuge. As a result of this study, the effective synthetic method for the preparation of 4-substituted 3,5-dinitropyrazoles via the nucleophilic substitution in 4-chloro3,5-dinitropyrazole was elaborated.