5-chloro-1-(2,4-dinitrophenyl)-3-propylpyrazole | 882037-54-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-chloro-1-(2,4-dinitrophenyl)-3-propylpyrazole
• 英文别名: 5-chloro-1-(2,4-dinitrophenyl)-3-propyl-1H-pyrazole
• CAS: 882037-54-9
• 化学式: C₁₂H₁₁ClN₄O₄
• 分子量: 310.697
• InChiKey: KUQWSPCSJLLDMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-chloro-1-(2,4-dinitrophenyl)-3-propylpyrazole 在 PPA 、 硝酸 作用下， 反应 3.0h， 以78%的产率得到5-chloro-1-(2,4-dinitrophenyl)-4-nitro-3-propyl-1H-pyrazole
  参考文献：
  名称：

  Synthesis and properties of 5-chloro-4-nitropyrazoles

  摘要：

  The nitration of 5-chloropyrazoles with a mixture of 100% nitric acid and 65% oleum or a mixture of 60% nitric acid and polyphosphoric acid gave substituted 5-chloro-4-nitropyrazoles in 45-91% yield. The nitration of 3-aryl-5-halopyrazoles was accompanied by introduction of a nitro group into the aromatic ring. 4-Chloropyrazoles failed to undergo nitration under these conditions. The reaction of 5-chloro-1,3-dimethyl-4-nitropyrazole with ethyl cyanoacetate in DMSO in the presence of K2CO3 led to the formation of ethyl 2-cyano-2-(1,3-dimethyl-4-nitro-1H-pyrazol-5-yl)acetate.

  DOI：

  10.1134/s1070428006060157
• 作为产物：
  描述：

  2,2-dichlorovinyl propyl ketone 2,4-dinitrophenylhydrazone 在 PPA 作用下， 反应 0.33h， 以90%的产率得到5-chloro-1-(2,4-dinitrophenyl)-3-propylpyrazole
  参考文献：
  名称：

  Synthesis and properties of 5-chloro-4-nitropyrazoles

  摘要：

  The nitration of 5-chloropyrazoles with a mixture of 100% nitric acid and 65% oleum or a mixture of 60% nitric acid and polyphosphoric acid gave substituted 5-chloro-4-nitropyrazoles in 45-91% yield. The nitration of 3-aryl-5-halopyrazoles was accompanied by introduction of a nitro group into the aromatic ring. 4-Chloropyrazoles failed to undergo nitration under these conditions. The reaction of 5-chloro-1,3-dimethyl-4-nitropyrazole with ethyl cyanoacetate in DMSO in the presence of K2CO3 led to the formation of ethyl 2-cyano-2-(1,3-dimethyl-4-nitro-1H-pyrazol-5-yl)acetate.

  DOI：

  10.1134/s1070428006060157

文献信息

• 5(4)-Chloro-1-(2,4-dinitrophenyl)pyrazoles from 2,4-Dinitrophenylhydrazones of Chlorovinyl Ketones and β,β-Dichloroacrolein
  作者：G. V. Bozhenkov、G. G. Levkovskaya、A. N. Mirskova、L. I. Larina

  DOI：10.1007/s10593-005-0238-9

  日期：2005.7