3-benzoyl-1-phenyl-pyrrolidine-2,4,5-trione | 90455-87-1

• 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: 3-benzoyl-1-phenyl-pyrrolidine-2,4,5-trione
• 英文别名: 1-phenyl-4-(phenylhydroxymethylidene)-pyrrolidine-2,3,5-trione；(4E)-4-[hydroxy(phenyl)methylidene]-1-phenylpyrrolidine-2,3,5-trione
• CAS: 90455-87-1
• 化学式: C₁₇H₁₁NO₄
• 分子量: 293.279
• InChiKey: ARTIQVCMMNCSLQ-BUHFOSPRSA-N

物化性质

• 沸点：
  453.5±55.0 °C(Predicted)
• 密度：
  1.451±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-benzoyl-1-phenyl-pyrrolidine-2,4,5-trione 在 formamide 作用下， 反应 4.0h， 以89%的产率得到(4E)-4-[amino(phenyl)methylidene]-1-phenylpyrrolidine-2,3,5-trione
  参考文献：
  名称：

  The Synthetic Utility of Amide and Amidine Derivatives Containing Polycarbonyl Moieties in the Synthesis of Β-Aminoenones

  摘要：

  The application of derivatives of the easily decomposing weak bases formamide, semi-carbazide, urea, or formamidine in the synthesis of beta-aminoenones is described. These compounds readily undergo transamination with strong bases, thus opening the way to various heterocyclic compounds.

  DOI：

  10.1007/s007060200002

文献信息

• Synthesis and NMR Structural Assignment of 3-Benzoylpyrrolo- [2,3-b]quinoxalin-2(4H)-ones
  作者：Katarzyna Ostrowska、Marek Zylewski、Krzysztof Walocha

  DOI：10.3987/com-02-9499

  日期：——

  3-b]quinoxalin-2(4H)-ones, potential bioactive compounds have been synthesized. Their preparation is based on the efficient, regiospecific condensation of o-phenylenediamine with pyrrolidine-2,3,5-trione (1) or its enaminone derivatives, respectively, affording two polymorphic forms of the latter in solid. The NMR spectral assignment of 3-benzoylpyrrolo[2,3-b]quinoxalin-2(4H)-ones confirms the presence

  已合成了一系列具有潜在生物活性的 3-苯甲酰基吡咯并[2,3-b]喹喔啉-2(4H)-酮类化合物。它们的制备基于邻苯二胺与 pyrrolidine-2,3,5-trione (1) 或其烯胺酮衍生物的有效区域特异性缩合，分别以固体形式提供后者的两种多晶型物。3-苯甲酰吡咯并[2,3-b]quinoxalin-2(4H)-ones 的 NMR 光谱分配证实溶液中仅存在一种具有烯胺酮部分的异构体。
• Efficient Synthesis of Pyrrolo[3,4-b]hexahydro-1H-1,5-benzodiazepine Derivatives
  作者：B. Zaleska、D. Cież、J. Lech

  DOI：10.1055/s-2001-18737

  日期：——

  A variety of pyrrolo[3,4-b]hexahydro-1H-1,5-benzodiazepine derivatives have been prepared in a new one-pot reaction from thiophene-2,3-dione as well as pyrrolidinetrione derivatives and trans-(±)-1,2-diaminocyclohexane. The reactivity of 2,3-dicarbonyl fragment of thiophene-2,3-dione was exploited in the synthesis of fused quinoxaline systems.

  通过噻吩-2,3-二酮以及吡咯烷酮衍生物和反式-(±)-1,2-二氨基环己烷的一种新的一锅反应，制备了多种吡咯并[3,4-b]六氢-1H-1,5-苯并二氮杂卓衍生物。利用噻吩-2,3-二酮的 2,3-二羰基片段的反应活性合成了融合喹喔啉体系。
• Synthesis and Transamination of Enaminones: Derivatives of 1-Phenyl-4-(phenylhydroxymethylidene)-pyrrolidine-2,3,5-trione
  作者：Katarzyna Ostrowska、Maryla Ciechanowicz-Rutkowska、Tulio Pilati、Grzegorz Zżuchowski

  DOI：10.1007/pl00010234

  日期：1999.4

  The reaction of 1-phenyl-4-(phenylhydroxymethylidene)-pyrrolidine-2,3,5-trione with difunctional bases (alpha-,beta-,gamma-amino acid derivatives or aminoethanol) leads to a mixture of tautomeric Schiff bases and enaminones. Some of the products easily undergo transamination at their enaminone moiety.
• Zankowska-Jasinska, Wanda; Ostrowska, Katarzyna, Journal fur praktische Chemie (Leipzig 1954), 1991, vol. 333, # 4, p. 619 - 624
  作者：Zankowska-Jasinska, Wanda、Ostrowska, Katarzyna

  DOI：——

  日期：——
• Zankowska-Jasinska, Wanda; Ostrowska, Katarzyna, Journal fur praktische Chemie (Leipzig 1954), 1989, vol. 331, # 4, p. 700 - 704
  作者：Zankowska-Jasinska, Wanda、Ostrowska, Katarzyna

  DOI：——

  日期：——