(E)-1-(3-hydroxyphenyl)-4-[(dimethylamino)methylene]pyrrolidine-2,3,5-trione | 1380450-38-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (E)-1-(3-hydroxyphenyl)-4-[(dimethylamino)methylene]pyrrolidine-2,3,5-trione
• 英文别名: (4E)-4-(dimethylaminomethylidene)-1-(3-hydroxyphenyl)pyrrolidine-2,3,5-trione
• CAS: 1380450-38-3
• 化学式: C₁₃H₁₂N₂O₄
• 分子量: 260.249
• InChiKey: RAISVIPYQGLFBK-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  77.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 5,5,5-trichloro-3-[(dimethylamino)methylene]-2,4-dioxopentanoate 、 3-氨基苯酚 以 乙醇 为溶剂， 反应 0.27h， 以70%的产率得到(E)-1-(3-hydroxyphenyl)-4-[(dimethylamino)methylene]pyrrolidine-2,3,5-trione
  参考文献：
  名称：

  Efficient microwave-assisted synthesis of 1-aryl-4-dimethylamino methyleno-pyrrolidine-2,3,5-triones

  摘要：

  A microwave-assisted synthesis of a series of 1-aryl-4-dimethylaminomethylene pyrrolidine-2,3,5-triones from the cyclocondensation reaction of ethyl 5,5,5-trichloro-3-dimethylamino methylene-2,4-dioxopentanoate with aniline, 3- or 4-substituted anilines [where the substituents = 3-Me, 3-OMe, 3-OH, 4-Me, 4-F, 4-Cl, 4-Br, 4-NO2, and 4-COMe] is reported. This process is an efficient alternative to the conventional thermal heating and furnishes the products in a short reaction time (ca. 13 min), under mild conditions and in moderate to good yields (50-76%). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.024