(5-Methyl-4-nitro-1H-pyrazol-3-yl)-methanol | 65325-31-7

• 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: (5-Methyl-4-nitro-1H-pyrazol-3-yl)-methanol
• 英文别名: (5-methyl-4-nitro-1H-pyrazol-3-yl)methanol
• CAS: 65325-31-7
• 化学式: C₅H₇N₃O₃
• mdl: MFCD00159582
• 分子量: 157.129
• InChiKey: OSRIIQAIBIPISW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  94.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5-Methyl-4-nitro-1H-pyrazol-3-yl)-methanol 在 lithium methanolate 作用下， 生成 3-Hydroxymethyl-5-methyl-4-nitro-pyrazole-1-sulfonyl fluoride
  参考文献：
  名称：

  Reaction of NH-azoles with O-fluorosulfonyl-N,N-difluorohydroxylamine. Synthesis of N-fluorosulfonylazoles

  摘要：

  O-Fluorosulfonyl-N,N-difluorohydroxylamine (FH) reacts with anions of NH-azoles (imidazoles, pyrazoles, and 1,2,3-triazoles) to give the corresponding N-fluorosulfonylazoles, which were used to obtain N,N'-sulfonylbisazoles. The N-fluorosulfonylation proceeds at the nitrogen atom furthest from the most electron-withdrawing substituent in the azole ring. Nonaromatic NH-acid anions (imides and primary N-nitroamines) are sometimes capable of giving N-fluorosulfonyl derivatives although in yields less than 5 %. These products are much less stable than N-fluorosulfonylazoles. The N-fluorosulfonylation presumably proceeds as nucleophilic substitution at the sulfur atom of FH.

  DOI：

  10.1007/bf00863829

文献信息

• Reaction of NH-azoles with O-fluorosulfonyl-N,N-difluorohydroxylamine. Synthesis of N-fluorosulfonylazoles
  作者：S. A. Shevelev、V. M. Vinogradov、I. L. Dalinger、B. I. Ugrak、A. A. Fainzilberg、V. I. Fillipov

  DOI：10.1007/bf00863829

  日期：1992.10

  O-Fluorosulfonyl-N,N-difluorohydroxylamine (FH) reacts with anions of NH-azoles (imidazoles, pyrazoles, and 1,2,3-triazoles) to give the corresponding N-fluorosulfonylazoles, which were used to obtain N,N'-sulfonylbisazoles. The N-fluorosulfonylation proceeds at the nitrogen atom furthest from the most electron-withdrawing substituent in the azole ring. Nonaromatic NH-acid anions (imides and primary N-nitroamines) are sometimes capable of giving N-fluorosulfonyl derivatives although in yields less than 5 %. These products are much less stable than N-fluorosulfonylazoles. The N-fluorosulfonylation presumably proceeds as nucleophilic substitution at the sulfur atom of FH.