4,5-di(4-toluoyl)-1-phenyl-1H-pyrrole-2,3-dione | 1260406-24-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 4,5-di(4-toluoyl)-1-phenyl-1H-pyrrole-2,3-dione
• 英文别名: 4,5-bis(4-methylbenzoyl)-1-phenylpyrrole-2,3-dione
• CAS: 1260406-24-3
• 化学式: C₂₆H₁₉NO₄
• 分子量: 409.441
• InChiKey: FFYURHHYWVIKFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  71.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-di(4-toluoyl)-1-phenyl-1H-pyrrole-2,3-dione 以 diphenyl ether-biphenyl eutectic 为溶剂， 反应 0.25h， 以92%的产率得到2,3-di(4-toluoyl)quinolin-4(1H)-one
  参考文献：
  名称：

  Five-membered 2,3-dioxoheterocycles: LXXXIII. Synthesis and thermolysis of 1-aryl-4,5-diaroyl-1H-pyrrole-2,3-diones

  摘要：

  The reaction of (Z)-2-amino-1,4-diarylbut-2-en-1,4-diones with oxalyl chloride led to the formation of 1-aryl-4,5-diaroyl-1H-pyrrole-2,3-diones that at the thermal decarbonylation gave aroyl(N-arylimidoyl)ketenes which underwent stabilization by molecular cyclization into 2,3-diaroylquinolin-4(1H)-ones.

  DOI：

  10.1134/s1070428012020145
• 作为产物：
  描述：

  草酰氯 、 (Z)-2-(phenylamino)-1,4-di-p-tolylbut-2-ene-1,4-dione 以 苯 为溶剂， 反应 1.33h， 以68%的产率得到4,5-di(4-toluoyl)-1-phenyl-1H-pyrrole-2,3-dione
  参考文献：
  名称：

  Five-membered 2,3-dioxoheterocycles: LXXXIII. Synthesis and thermolysis of 1-aryl-4,5-diaroyl-1H-pyrrole-2,3-diones

  摘要：

  The reaction of (Z)-2-amino-1,4-diarylbut-2-en-1,4-diones with oxalyl chloride led to the formation of 1-aryl-4,5-diaroyl-1H-pyrrole-2,3-diones that at the thermal decarbonylation gave aroyl(N-arylimidoyl)ketenes which underwent stabilization by molecular cyclization into 2,3-diaroylquinolin-4(1H)-ones.

  DOI：

  10.1134/s1070428012020145

文献信息

• Five-membered 2,3-dioxoheterocycles: LXXXVII. [4+2]-cycloaddition of alkyl vinyl ethers and 3,4-dihydro-2H-pyran to 4,5-diaroyl-1 H-pyrrole-2,3-diones
  作者：P. S. Silaichev、N. V. Kudrevatykh、A. N. Maslivets

  DOI：10.1134/s1070428012080118

  日期：2012.8

  1-Aryl-4,5-diaroyl-1H-pyrrole-2,3-diones react with alkyl vinyl ethers and 3,4-dihydro-2H-pyran affording 1,4-diaryl-7a-aroyl-6-ethoxy-7,7a-dihydropyrano[4,3-b]pyrrole-2,3(1H,6H)-diones and 1,4-diaryl-9baroyl-1,7,8,9,9a-hexahydro-5aH-pyrano[3',2':5,6]pyrano[4,3-b]-pyrrole-2,3-diones respectively.
• Five-membered 2,3-dioxoheterocycles: XCIV. Recyclization of 4,5-diaroyl-1H-pyrrole-2,3-diones under the action of 3-aminopyrazolo[3,4-b]pyridine. Crystal and molecular structure of substituted pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine
  作者：P. S. Silaichev、P. A. Slepukhin、A. N. Maslivets

  DOI：10.1134/s1070428013080186

  日期：2013.8

  1-Aryl-4,5-diaroyl-1H-pyrrole-2,3-diones react with 3-amino-4,6-dimethyl-2H-pyrazolo[3,4-b]-pyridine affording N-aryl-2,3-diaroyl-8,10-dimethylpyrido [2',3':3,4]pyrazolo[1,5-a]pyrimidine-4-carboxamides.
• Five-membered 2,3-dioxoheterocycles: LXXXIV. [4+2]-Cycloaddition of styrene to 4,5-diaroyl-1H-pyrrole-2,3-diones. Crystal and molecular structures of 7a-(2,5-dimethylbenzoyl)-4-(2,5-dimethylphenyl)-1-(4-methoxyphenyl)-6-phenyl-7,7a-dihydropyrano[4,3-b]-pyrrole-2,3(1H,6H)-dione
  作者：P. S. Silaichev、N. V. Kudrevatykh、Z. G. Aliev、A. N. Maslivets

  DOI：10.1134/s1070428012020157

  日期：2012.2

  1-Aryl-4,5-diaroyl-1H-pyrrole-2,3-diones react with styrene to form substituted 7,7a-dihydropyrano[4,3-b] pyrrole-2,3(1H,6H)-diones whose structure was confirmed by XRD analysis. The crystal and molecular structure of 7a-(2,5-dimethylbenzoyl)-4-(2,5-dimethyl-phenyl)-1-(4-methoxyphenyl)-6-phenyl-7,7a-dihydropyrano[4,3-b] pyrrole-2,3(1H,6H)dione was examined.
• Five-Membered 2,3-Dioxo Heterocycles: LXXI.* Recyclization of 4,5-Diaroyl-1H-pyrrole-2,3-diones by the Action of Substituted Hydrazines. Crystalline and Molecular Structure of 2-(3-Benzoyl- 1-benzyl-5-phenyl-1H-pyrazol-4-yl)-N-(4-methoxyphenyl)- 2-oxoacetamide
  作者：P. S. Silaichev、N. V. Kudrevatykh、Z. G. Aliev、A. N. Maslivets

  DOI：10.1134/s1070428010100180

  日期：2010.10

  1-Aryl-4,5-diaroyl-1H-pyrrole-2,3-diones reacted with benzyl- and phenylhydrazines to give N-aryl-2-(5-aryl-3-aroyl-1-benzyl(phenyl)-1H-pyrazol-4-yl)-2-oxoacetamides whose structure was proved by X-ray analysis.