2-ethoxyprop-2-enal dimethylhydrazone | 941306-53-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-ethoxyprop-2-enal dimethylhydrazone
• 英文别名: N-(2-ethoxyprop-2-enylideneamino)-N-methylmethanamine
• CAS: 941306-53-2
• 化学式: C₇H₁₄N₂O
• 分子量: 142.201
• InChiKey: MFEMTXXTYCXEEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  24.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-ethoxyprop-2-enal dimethylhydrazone 在 对苯二酚 作用下， 以 苯 为溶剂， 反应 2563.35h， 生成 5-乙氧基吡啶-2-羧酸甲酯
  参考文献：
  名称：

  Synthesis of 2-ethoxyprop-2-enal dimethylhydrazone and its Diels-Alder reactions

  摘要：

  Conditions were found for the preparation of 2-ethoxyprop-2-enal dimethylhydrazone by reaction of 2-ethoxypropenal with N,N-dimethylhydrazine. 2-Ethoxyprop-2-enal dimethylhydrazone reacted with methyl vinyl ketone and methyl acrylate according to the [4+2]-cycloaddition pattern with regioselective formation of substituted tetrahydropyridines. The major product in the reaction of 2-ethoxyprop-2-enal dimethylhydrazone with 1,4-benzoquinone was 5-hydroxy-1-benzofuran-2-carbaldehyde dimethylhydrazone formed as a result of [3+2]-cycloaddition; a small amount of the corresponding [4+2]-cycloaddition product was also obtained. Some spontaneous transformations of the primary cycloaddition products were revealed.

  DOI：

  10.1134/s1070428006100010
• 作为产物：
  描述：

  2-乙氧基丙-2-烯醛 、 偏二甲肼 在 potassium carbonate 作用下， 以 乙醚 为溶剂， 反应 5.0h， 以68.9%的产率得到2-ethoxyprop-2-enal dimethylhydrazone
  参考文献：
  名称：

  Synthesis of 2-ethoxyprop-2-enal dimethylhydrazone and its Diels-Alder reactions

  摘要：

  Conditions were found for the preparation of 2-ethoxyprop-2-enal dimethylhydrazone by reaction of 2-ethoxypropenal with N,N-dimethylhydrazine. 2-Ethoxyprop-2-enal dimethylhydrazone reacted with methyl vinyl ketone and methyl acrylate according to the [4+2]-cycloaddition pattern with regioselective formation of substituted tetrahydropyridines. The major product in the reaction of 2-ethoxyprop-2-enal dimethylhydrazone with 1,4-benzoquinone was 5-hydroxy-1-benzofuran-2-carbaldehyde dimethylhydrazone formed as a result of [3+2]-cycloaddition; a small amount of the corresponding [4+2]-cycloaddition product was also obtained. Some spontaneous transformations of the primary cycloaddition products were revealed.

  DOI：

  10.1134/s1070428006100010