1-(3-chloro-4-methylphenyl)-3-{2-[(1-ethylpropylidene)hydrazono]-1-methylbutyl}pyrrolidine-2,5-dione | 1312323-97-9

• 英文名称: 1-(3-chloro-4-methylphenyl)-3-{2-[(1-ethylpropylidene)hydrazono]-1-methylbutyl}pyrrolidine-2,5-dione
• CAS: 1312323-97-9
• 化学式: C₂₁H₂₈ClN₃O₂
• 分子量: 389.925
• InChiKey: ASLPEZXNGLPJJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  62.1
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(3-chloro-4-methylphenyl)-3-{2-[(1-ethylpropylidene)hydrazono]-1-methylbutyl}pyrrolidine-2,5-dione 在 silica gel 作用下， 反应 1.0h， 以74%的产率得到(rac)-N-(3-chloro-4-methylphenyl)-2-((4R,5S)-6-ethyl-2,3,4,5-tetrahydro-5-methyl-3-oxopyridazin-4-yl)acetamide
  参考文献：
  名称：

  A new approach to the synthesis of 4-(N-aryl)carbamoylmethyl-4,5-dihydropyridazin-3(2H)-ones

  摘要：

  Reaction of N-aryl substituted maleimides with aliphatic ketazines leads to the formation of 4,5-dihydropyridazin-3(2H)-ones in moderate yields. The reaction proceeds through 1,4-addition of an azine to the maleimide double bond, as confirmed by separation of the corresponding adducts in some cases, which are then converted into 4,5-dihydropyridazin-3(2H)-ones. In addition, the solid-state synthesis of 4,5-dihydropyridazin-3(2H)-ones is demonstrated for the first time. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2011.04.038
• 作为产物：
  描述：

  N-(4-甲基-3-氯苯基)马来酰亚胺 、 diethyl ketone azine 以 对二甲苯 为溶剂， 反应 4.0h， 以41%的产率得到1-(3-chloro-4-methylphenyl)-3-{2-[(1-ethylpropylidene)hydrazono]-1-methylbutyl}pyrrolidine-2,5-dione
  参考文献：
  名称：

  A new approach to the synthesis of 4-(N-aryl)carbamoylmethyl-4,5-dihydropyridazin-3(2H)-ones

  摘要：

  Reaction of N-aryl substituted maleimides with aliphatic ketazines leads to the formation of 4,5-dihydropyridazin-3(2H)-ones in moderate yields. The reaction proceeds through 1,4-addition of an azine to the maleimide double bond, as confirmed by separation of the corresponding adducts in some cases, which are then converted into 4,5-dihydropyridazin-3(2H)-ones. In addition, the solid-state synthesis of 4,5-dihydropyridazin-3(2H)-ones is demonstrated for the first time. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2011.04.038