1-(1-methylpyrrol-2-yl)-4-nitropyrazole

• 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-(1-methylpyrrol-2-yl)-4-nitropyrazole
• 英文别名: 1-(1-Methylpyrrol-2-yl)-4-nitropyrazole
• 化学式: C₈H₈N₄O₂
• 分子量: 192.177
• InChiKey: BCBZURSHYNWJON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  硫氰酸铵 、 1-(1-methylpyrrol-2-yl)-4-nitropyrazole 在 sodium perchlorate 作用下， 以 甲醇 、 乙腈 为溶剂， 以48%的产率得到1-(1-methyl-5-thiocyanato-1H-pyrrol-2-yl)-4-nitro-1H-pyrazole
  参考文献：
  名称：

  Double electrooxidative C–H functionalization of (het)arenes with thiocyanate and 4-nitropyrazolate ions

  摘要：

  The double anodic C-H functionalization of N-methyl-1H-pyrrole and N,N-dimethylaniline using both thiocyanate and 4-nitro-1H-pyrazolate ions as nucleophiles has been accomplished for the first time. The mild reaction conditions and considerable pharmacological activity of the target products make such C-S and C-N coupling strategy to be highly attractive for further applications.

  DOI：

  10.1016/j.mencom.2019.05.032
• 作为产物：
  描述：

  N-甲基吡咯 、 sodium 4-nitropyrazolate 在 sodium perchlorate 作用下， 以 甲醇 、 乙腈 为溶剂， 以43%的产率得到1-(1-methylpyrrol-2-yl)-4-nitropyrazole
  参考文献：
  名称：

  Double electrooxidative C–H functionalization of (het)arenes with thiocyanate and 4-nitropyrazolate ions

  摘要：

  The double anodic C-H functionalization of N-methyl-1H-pyrrole and N,N-dimethylaniline using both thiocyanate and 4-nitro-1H-pyrazolate ions as nucleophiles has been accomplished for the first time. The mild reaction conditions and considerable pharmacological activity of the target products make such C-S and C-N coupling strategy to be highly attractive for further applications.

  DOI：

  10.1016/j.mencom.2019.05.032

文献信息

• Electrochemical Azolation of N-substituted Pyrroles: A New Case in SNH(An) Reactions
  作者：Vera L. Sigacheva、Vladimir A. Kokorekin、Yuri A. Strelenko、Sergey V. Neverov、Vladimir A. Petrosyan

  DOI：10.1016/j.mencom.2012.09.015

  日期：2012.9

  Potentiostatic electrolysis (divided cell, anode compartment) of 1-methyl- and 1-phenylpyrroles in the presence of sodium 4-nitropyrazolate and sodium 3-nitropyrazolate in MeCN/MeOH gave the corresponding 2-(azol-1-yl)pyrroles in 20-43% current and substance yields.
• Double electrooxidative C–H functionalization of (het)arenes with thiocyanate and 4-nitropyrazolate ions
  作者：Rauza R. Yaubasarova、Vladimir A. Kokorekin、Galina V. Ramenskaya、Vladimir A. Petrosyan

  DOI：10.1016/j.mencom.2019.05.032

  日期：2019.5

  The double anodic C-H functionalization of N-methyl-1H-pyrrole and N,N-dimethylaniline using both thiocyanate and 4-nitro-1H-pyrazolate ions as nucleophiles has been accomplished for the first time. The mild reaction conditions and considerable pharmacological activity of the target products make such C-S and C-N coupling strategy to be highly attractive for further applications.