N-(2-acetylphenyl)-2,5-pyrrolidinedione | 143583-65-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(2-acetylphenyl)-2,5-pyrrolidinedione
• 英文别名: 1-(2-Acetylphenyl)pyrrolidine-2,5-dione
• CAS: 143583-65-7
• 化学式: C₁₂H₁₁NO₃
• 分子量: 217.224
• InChiKey: GAQKXMAXSUUDLD-UHFFFAOYSA-N

物化性质

• 沸点：
  461.5±28.0 °C(Predicted)
• 密度：
  1.289±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-acetylphenyl)-2,5-pyrrolidinedione 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以24%的产率得到2,3-Dihydropyrrolo[1,2-a]quinoline-1,5-dione
  参考文献：
  名称：

  A New Route to Quinolone and Indole Skeletones via Ketone- and Ester-Imide Cyclodehydration Reactions

  摘要：

  Ketone-imide cyclodehydration reactions of aromatic succinimide and phthalimide (7, 8) have afforded quinolone acids (11, 12). Further transformation of the acids provided the corresponding esters (13, 14) and vinylogous urethanes (9, 10). Similarly, ester-imide cyclodehydration reactions of aromatic imide esters (19, 20) have afforded indole acids (23, 24).

  DOI：

  10.3987/com-96-7676
• 作为产物：
  描述：

  丁二酰亚胺 、 2'-溴苯乙酮 在 copper(I) oxide 作用下， 反应 48.0h， 以84%的产率得到N-(2-acetylphenyl)-2,5-pyrrolidinedione
  参考文献：
  名称：

  A New Route to Quinolone and Indole Skeletones via Ketone- and Ester-Imide Cyclodehydration Reactions

  摘要：

  Ketone-imide cyclodehydration reactions of aromatic succinimide and phthalimide (7, 8) have afforded quinolone acids (11, 12). Further transformation of the acids provided the corresponding esters (13, 14) and vinylogous urethanes (9, 10). Similarly, ester-imide cyclodehydration reactions of aromatic imide esters (19, 20) have afforded indole acids (23, 24).

  DOI：

  10.3987/com-96-7676

文献信息

• Synthesis and Spectroscopic Studies of Some Novel Quinoline Derivatives
  作者：Hamad Z. Alkhathlan

  DOI：10.1080/00397919208021666

  日期：1992.9

  Abstract An intramolecular Wittig reaction of some substituted aminoacetophenones was used for the synthesis of novel quinoline derivatives. In addition, the base induced cyclization of the aminoacetophenones was investigated. The IR and NMR spectra of the quinoline derivatives are reported.

  摘要 一些取代氨基苯乙酮的分子内Wittig反应用于合成新型喹啉衍生物。此外，研究了碱诱导的氨基苯乙酮环化。报告了喹啉衍生物的 IR 和 NMR 光谱。
• AlKhathlan, Hamad Z., Journal of Chemical Research, Miniprint, 1992, p. 1984 - 1996
  作者：AlKhathlan, Hamad Z.

  DOI：——

  日期：——
• A New Route to Quinolone and Indole Skeletones via Ketone- and Ester-Imide Cyclodehydration Reactions
  作者：Guncheol Kim、Gyochang Keum

  DOI：10.3987/com-96-7676

  日期：——

  Ketone-imide cyclodehydration reactions of aromatic succinimide and phthalimide (7, 8) have afforded quinolone acids (11, 12). Further transformation of the acids provided the corresponding esters (13, 14) and vinylogous urethanes (9, 10). Similarly, ester-imide cyclodehydration reactions of aromatic imide esters (19, 20) have afforded indole acids (23, 24).