6-p-chlorobenzoyl-2-phenyl-2,3-dihydropyridazine-4-carbonitrile | 1055324-47-4

• 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: 6-p-chlorobenzoyl-2-phenyl-2,3-dihydropyridazine-4-carbonitrile
• 英文别名: 6-(4-chlorobenzoyl)-2-phenyl-3H-pyridazine-4-carbonitrile
• CAS: 1055324-47-4
• 化学式: C₁₈H₁₂ClN₃O
• 分子量: 321.766
• InChiKey: GZPXWOCNRQOYIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-oxo-3-(p-chlorophenyl)-2-phenylhydrazonopropanal 、 丙烯腈 在 三乙烯二胺 作用下， 反应 0.08h， 以90%的产率得到6-p-chlorobenzoyl-2-phenyl-2,3-dihydropyridazine-4-carbonitrile
  参考文献：
  名称：

  Arylhydrazonals as the aldehyde component in Baylis–Hillman reactions

  摘要：

  Arylhydrazonals were added to acrylonitrile or methyl vinyl ketone in the presence of DABCO or benzotriazole to yield the intermediate Baylis-Hillman adduct that cyclized under the reaction conditions with water elimination to yield dihydropyridazines. A pyridazine reacted with DMAD to yield a pyridine via a [4+2] Diels-Alder addition followed by retro Diels-Alder elimination of methylene aniline. Two pyridazines were condensed with DMFDMA to yield the corresponding enaminones that reacted with NH2NH2 to afford the pyrazolylpyridazines. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.06.026