5-(2,6-Dichlorophenyl)-2,4-diphenylpyrazole-3-carbaldehyde | 1218805-51-6

• 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-(2,6-Dichlorophenyl)-2,4-diphenylpyrazole-3-carbaldehyde
• CAS: 1218805-51-6
• 化学式: C₂₂H₁₄Cl₂N₂O
• 分子量: 393.272
• InChiKey: PUGANCPRZHTBKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (2Z)-2-bromo-3-phenyl-2-propenal 、 (1Z)-2,6-dichloro-N-phenylbenzenecarbohydrazonoyl chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到5-(2,6-Dichlorophenyl)-2,4-diphenylpyrazole-3-carbaldehyde
  参考文献：
  名称：

  Synthesis of novel pyrazoles via [2+3]-dipolar cycloaddition using alkyne surrogates

  摘要：

  The syntheses of an important class of hitherto unreported novel pyrazoles are described The regioselective synthesis of 1,3,4,5-tetrasubstituted pyrazoles was achieved by the Huisgen cyclization of nitrile imines With a trisubstituted bromoalkene The substituted bromoalkene functions as an alkyne synthon which was used to construct 5,5-disubstituted bromopyrazoline intermediates that undergo aromatization to the analogous pyrazoles through the loss of HBr The cycloaddition regioselectivity was confirmed through single X-ray crystal data of one of the pyrazoles (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetlet.2010.01.017

文献信息

• Synthesis of novel pyrazoles via [2+3]-dipolar cycloaddition using alkyne surrogates
  作者：Sureshbabu Dadiboyena、Edward J. Valente、Ashton T. Hamme

  DOI：10.1016/j.tetlet.2010.01.017

  日期：2010.3

  The syntheses of an important class of hitherto unreported novel pyrazoles are described The regioselective synthesis of 1,3,4,5-tetrasubstituted pyrazoles was achieved by the Huisgen cyclization of nitrile imines With a trisubstituted bromoalkene The substituted bromoalkene functions as an alkyne synthon which was used to construct 5,5-disubstituted bromopyrazoline intermediates that undergo aromatization to the analogous pyrazoles through the loss of HBr The cycloaddition regioselectivity was confirmed through single X-ray crystal data of one of the pyrazoles (C) 2010 Elsevier Ltd All rights reserved