3,5-Bis-(2,6-dichloro-phenyl)-4,5-dihydro-1H-pyrazole | 203115-80-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,5-Bis-(2,6-dichloro-phenyl)-4,5-dihydro-1H-pyrazole
• 英文别名: 3,5-Bis(2,6-dichlorophenyl)-4,5-dihydropyrazole；3,5-bis(2,6-dichlorophenyl)-4,5-dihydro-1H-pyrazole
• CAS: 203115-80-4
• 化学式: C₁₅H₁₀Cl₄N₂
• 分子量: 360.07
• InChiKey: UFLBIYJDSSTZNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-Bis-(2,6-dichloro-phenyl)-4,5-dihydro-1H-pyrazole 在 吡啶 、 盐酸 、 锌 作用下， 以 1,4-二氧六环 为溶剂， 生成 (1R,3R)-1,3-Bis-(2,6-dichloro-phenyl)-propane-1,3-diamine
  参考文献：
  名称：

  1,3-Diphenylpropane-1,3-diamines XI. Conversion of a 3-hydroxy-1,3-diphenylpropan-1-one to 1,3-diphenylpropane-1,3-diamines

  摘要：

  Highly diastereoselective BH3/THF syn-reduction of the 3-hydroxy-1,3 -diphenylpropan-1-one/BBr3 complex 3/BBr3 (cf. Sarko) afforded the meso-diol 4, whereas racemate 5 was obtained by BH3/THF reduction without complexation. Mesylation, exchange of mesylate by azide, and reduction with SnCl2/thiophenol led to the diamines 10 and 11 which were also produced by reductive N-N cleavage of the 4,5-dihydropyrazole 13.

  DOI：

  10.1007/bf00807256
• 作为产物：
  描述：

  (E)-1,3-Bis-(2,6-dichloro-phenyl)-propenone 在 一水合肼 作用下， 以70%的产率得到3,5-Bis-(2,6-dichloro-phenyl)-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  1,3-Diphenylpropane-1,3-diamines XI. Conversion of a 3-hydroxy-1,3-diphenylpropan-1-one to 1,3-diphenylpropane-1,3-diamines

  摘要：

  Highly diastereoselective BH3/THF syn-reduction of the 3-hydroxy-1,3 -diphenylpropan-1-one/BBr3 complex 3/BBr3 (cf. Sarko) afforded the meso-diol 4, whereas racemate 5 was obtained by BH3/THF reduction without complexation. Mesylation, exchange of mesylate by azide, and reduction with SnCl2/thiophenol led to the diamines 10 and 11 which were also produced by reductive N-N cleavage of the 4,5-dihydropyrazole 13.

  DOI：

  10.1007/bf00807256