4,6-dichloro-5-((2-(4-(trifluoromethyl)phenyl)hydrazono)methyl)pyrimidine | 1429924-39-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,6-dichloro-5-((2-(4-(trifluoromethyl)phenyl)hydrazono)methyl)pyrimidine
• 英文别名: N-[(E)-(4,6-dichloropyrimidin-5-yl)methylideneamino]-4-(trifluoromethyl)aniline
• CAS: 1429924-39-9
• 化学式: C₁₂H₇Cl₂F₃N₄
• 分子量: 335.116
• InChiKey: LZTXQPAKMFGFJK-DENHBWNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4,6-dichloro-5-((2-(4-(trifluoromethyl)phenyl)hydrazono)methyl)pyrimidine 以 乙腈 为溶剂， 反应 0.33h， 以96%的产率得到4-chloro-1-(4-(trifluoromethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidine
  参考文献：
  名称：

  Selective Synthesis of 1-Substituted 4-Chloropyrazolo[3,4-d]pyrimidines

  摘要：

  Strategies for carrying out the reaction of 4,6-dichloropyrimidine-5-carboxaldehyde with various hydrazines to generate 1-substituted 4-chloropyrazolo[3,4-d]pyrimidines in a selective and high-yielding manner are presented. For aromatic hydrazines, the reaction is performed in the absence of an external base, which promotes exclusive hydrazone formation. The hydrazones subsequently cyclize at an elevated temperature to form the desired pyrazolo[3,4-d]pyrimidine products. For aliphatic hydrazines, the reaction sequence proceeds as a single step in the presence of an external base.

  DOI：

  10.1021/ol4005382
• 作为产物：
  描述：

  4-三氟甲基苯肼盐酸盐 、 4,6-二氯-5-嘧啶甲醛 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以99%的产率得到4,6-dichloro-5-((2-(4-(trifluoromethyl)phenyl)hydrazono)methyl)pyrimidine
  参考文献：
  名称：

  Selective Synthesis of 1-Substituted 4-Chloropyrazolo[3,4-d]pyrimidines

  摘要：

  Strategies for carrying out the reaction of 4,6-dichloropyrimidine-5-carboxaldehyde with various hydrazines to generate 1-substituted 4-chloropyrazolo[3,4-d]pyrimidines in a selective and high-yielding manner are presented. For aromatic hydrazines, the reaction is performed in the absence of an external base, which promotes exclusive hydrazone formation. The hydrazones subsequently cyclize at an elevated temperature to form the desired pyrazolo[3,4-d]pyrimidine products. For aliphatic hydrazines, the reaction sequence proceeds as a single step in the presence of an external base.

  DOI：

  10.1021/ol4005382

文献信息

• Selective Synthesis of 1-Substituted 4-Chloropyrazolo[3,4-<i>d</i>]pyrimidines
  作者：Suresh Babu、Christie Morrill、Neil G. Almstead、Young-Choon Moon

  DOI：10.1021/ol4005382

  日期：2013.4.19

  Strategies for carrying out the reaction of 4,6-dichloropyrimidine-5-carboxaldehyde with various hydrazines to generate 1-substituted 4-chloropyrazolo[3,4-d]pyrimidines in a selective and high-yielding manner are presented. For aromatic hydrazines, the reaction is performed in the absence of an external base, which promotes exclusive hydrazone formation. The hydrazones subsequently cyclize at an elevated temperature to form the desired pyrazolo[3,4-d]pyrimidine products. For aliphatic hydrazines, the reaction sequence proceeds as a single step in the presence of an external base.