3-oxo-3-phenyl-2-p-tolylhydrazonopropanal | 77098-97-6

• 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: 3-oxo-3-phenyl-2-p-tolylhydrazonopropanal
• 英文别名: (2E)-2-[(4-methylphenyl)hydrazinylidene]-3-oxo-3-phenylpropanal
• CAS: 77098-97-6
• 化学式: C₁₆H₁₄N₂O₂
• 分子量: 266.299
• InChiKey: JWDIKYPWHGVFSC-OBGWFSINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  58.53
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-oxo-3-phenyl-2-p-tolylhydrazonopropanal 、 丙烯腈 在 三乙烯二胺 作用下， 反应 0.08h， 以83%的产率得到6-benzoyl-2-p-tolyl-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
• 作为产物：
  描述：

  2-Imino-3-oxo-3-phenylpropanal 、 乙烷,三氯氟- 在 盐酸 、 sodium nitrite 、 sodium hydroxide 作用下， 以 水 、 乙醇 为溶剂， 反应 1.0h， 生成 3-oxo-3-phenyl-2-p-tolylhydrazonopropanal
  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

文献信息

• Microwaves in organic synthesis: Facile synthesis of biologically active pyridazinone and iminopyridazine derivatives
  作者：Nadia Ragab Mohamed、Manal Mohamed Talaat El-Saidi、Yasser Mahmoud Ali、Mohamed Hilmy Elnagdi

  DOI：10.1002/jhet.5570440615

  日期：2007.11

  arylhydrazones 2a,b by conventional and by microwave heating techniques furnished the corresponding pyridazines 3a-e. The arylhydrazones 7a,b were allowed to react with 1a,b under the same conditions to produce the pyridazinones 10a,b and iminopyridazines 11a,b respectively. On the other hand, the arylhydrazones 12a-c reacted with 1a to afford the pyridazinones 13a-c. Treatment of 3b with dimethylformamide

  通过常规的和通过微波加热技术将维蒂希试剂1a，b与芳基hydr酮2a，b缩合，得到相应的哒嗪3a-e。使芳基azo酮7a，b在相同条件下与1a，b反应，分别制备哒嗪酮10a，b和亚氨基哒嗪11a，b。另一方面，芳基hydr酮12a-c与1a反应，得到吡啶并酮13a-c。用二甲基甲酰胺二甲基乙缩醛（DMFDMA）处理3b产生加合物15。微波加热技术的实用性使反应时间减少到几分钟，并提高了产物的产率。在体外对四种类型的真菌的一些新制备的化合物的生物活性进行了研究。
• Agamy, Samia Michel, Journal of Chemical Research, Miniprint, 2001, # 9, p. 901 - 909
  作者：Agamy, Samia Michel

  DOI：——

  日期：——