1-[5-(4-methylfurazan-3-yl)-4-nitropyrazol-1-yl]propan-2-one

• 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: 1-[5-(4-methylfurazan-3-yl)-4-nitropyrazol-1-yl]propan-2-one
• 英文别名: 1-[5-(4-Methylfurazan-3-yl)-4-nitropyrazol-1-yl]propan-2-one；1-[5-(4-methyl-1,2,5-oxadiazol-3-yl)-4-nitropyrazol-1-yl]propan-2-one
• 化学式: C₉H₉N₅O₄
• 分子量: 251.202
• InChiKey: LRMBRQMLJDBAQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-methyl-3-(4-nitro-1H-pyrazol-3-yl)-furazan 、 溴丙酮 在 sodium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 24.0h， 以47%的产率得到1-[3-(4-methylfurazan-3-yl)-4-nitropyrazol-1-yl]propan-2-one
  参考文献：
  名称：

  N-Alkylation and N-amination of isomeric nitro derivatives of 3-methyl-4-(1H-pyrazol-3(5)-yl)furazan

  摘要：

  The reaction of bromoacetone and hydroxylamine-O-sulfonic acid with isomeric mono-and dinitropyrazoles containing a furazanyl moiety at position 3(5) gave pairs of regioisomeric products from pyrazole ring N-acetonylation and N-amination, respectively, that were characterized in detail by multinuclear NMR spectroscopy. X-ray structural study of the four synthesized N-amino derivatives indicated a non-planar structure, while the conformational analysis pointed to conformational lability of such molecules, and the role of intermolecular interactions in determining the crystal structure.

  DOI：

  10.1007/s10593-015-1781-7

文献信息

• N-Alkylation and N-amination of isomeric nitro derivatives of 3-methyl-4-(1H-pyrazol-3(5)-yl)furazan
  作者：Igor L. Dalinger、Alexandr V. Kormanov、Irina A. Vatsadze、Tatyana K. Shkineva、Andrei M. Kozeev、Boris B. Averkiev、Aleksei B. Sheremetev

  DOI：10.1007/s10593-015-1781-7

  日期：2015.9

  The reaction of bromoacetone and hydroxylamine-O-sulfonic acid with isomeric mono-and dinitropyrazoles containing a furazanyl moiety at position 3(5) gave pairs of regioisomeric products from pyrazole ring N-acetonylation and N-amination, respectively, that were characterized in detail by multinuclear NMR spectroscopy. X-ray structural study of the four synthesized N-amino derivatives indicated a non-planar structure, while the conformational analysis pointed to conformational lability of such molecules, and the role of intermolecular interactions in determining the crystal structure.