4,5-dibenzoyl-1-(4-tolyl)-1H-pyrrole-2,3-dione | 1260406-25-4

• 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-dibenzoyl-1-(4-tolyl)-1H-pyrrole-2,3-dione
• 英文别名: 4,5-Dibenzoyl-1-(4-tolyl)-1h-pyrrole-2,3-dione；4,5-dibenzoyl-1-(4-methylphenyl)pyrrole-2,3-dione
• CAS: 1260406-25-4
• 化学式: C₂₅H₁₇NO₄
• 分子量: 395.414
• InChiKey: ROSSFQYMYSSNLA-UHFFFAOYSA-N

物化性质

• 沸点：
  545.3±60.0 °C(Predicted)
• 密度：
  1.333±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 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：

  3-氨基巴豆腈 、 4,5-dibenzoyl-1-(4-tolyl)-1H-pyrrole-2,3-dione 以 苯 为溶剂， 反应 2.0h， 以77%的产率得到4-benzoyl-3-hydroxy-8-methyl-1-(4-methylphenyl)-2-oxo-6-phenyl-1,7-diazaspiro[4.4]nona-3,6,8-triene-9-carbonitrile
  参考文献：
  名称：

  Five-membered 2,3-dioxo heterocycles: CIII. Spiro heterocyclization of 4,5-diaroyl-1H-pyrrole-2,3-diones with 3-aminobut-2-enenitrile

  摘要：

  1-Aryl-4,5-diaroyl-1H-pyrrole-2,3-diones reacted with 3-aminobut-2-enenitrile to produce 1,6-diaryl-4-aroyl-3-hydroxy-8-methyl-2-oxo-1,7-diazaspiro[4.4]nona-3,6,8-triene-9-carbonitriles.

  DOI：

  10.1134/s1070428014060153
• 作为产物：
  描述：

  乙烷,三氯氟- 以 苯 为溶剂， 反应 1.41h， 生成 4,5-dibenzoyl-1-(4-tolyl)-1H-pyrrole-2,3-dione
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1134/s1070428012020157

文献信息

• [3+3]-Cyclocondensation of 4,5-Dibenzoyl-1H-pyrrole-2,3-diones with 5-Aminofuran. Synthesis of Furo[2,3-b]pyridines
  作者：D. I. Antonov、M. V. Dmitriev、A. N. Maslivets

  DOI：10.1134/s1070428021080182

  日期：2021.8

  4-benzoyl-5-(aminooxalyl)-6-phenylfuro[2,3-b]pyridine-2-carboxylates. 4,5-Diacyl-1H-pyrrole-2,3-diones react with N-unsubstituted five-membered cyclic enamines by a scheme different that characteristic of reactions with N-unsubstituted six-membered cyclic enamines. The studied reaction is a convenient preparative method for the synthesis of the furo[2,3-b]pyridines.

  摘要 4,5-二苯甲酰基-1 H-吡咯-2,3-二酮与 5-氨基呋喃-2-羧酸甲酯反应生成 4-苯甲酰基-5-(氨基草酰基)-6-苯基呋喃[2,3- b ]吡啶甲酯-2-羧酸盐。4,5-Diacyl-1 H -pyrrole- 2,3- diones与N-未取代的五元环烯胺反应的反应路线不同于与N-未取代的六元环烯胺反应的特征。所研究的反应是合成呋喃[2,3- b ]吡啶的一种方便的制备方法。
• Formal [3+3] Cyclocondensation of 4-Acyl-1H-pyrrole-2,3-diones with Five-Membered Cyclic Enamines To Form Substituted 1H-Py­razolo[3,4-b]pyridines and Isoxazolo[5,4-b]pyridines
  作者：Аndrey Maslivets、Alexey Dubovtsev、Maksim Dmitriev、Pavel Silaichev、Dmitriy Antonov

  DOI：10.1055/s-0036-1588407

  日期：——

  substituted 1H-pyrazolo[3,4-b]pyridines and isoxazolo[5,4-b]pyridines was developed through the formal [3+3] cascade cyclocondensation of 4-acyl-1H-pyrrole-2,3-diones as 1,3-bis-electrophiles with the five-membered cyclic enamines as 1,3-bis-nucleophiles. A highly efficient method for the preparation of multifunctional substituted 1H-pyrazolo[3,4-b]pyridines and isoxazolo[5,4-b]pyridines was developed through

  摘要 通过4-酰基-1的正式[3 + 3]级联环缩合反应，开发了一种高效的制备多功能取代的1 H-吡唑并[3,4- b ]吡啶和异恶唑并[5,4- b ]吡啶的方法。H-吡咯-2,3-二酮为1,3-双亲电子试剂，五元环烯胺为1,3-双亲核试剂。 通过4-酰基-1的正式[3 + 3]级联环缩合反应，开发了一种高效的制备多功能取代的1 H-吡唑并[3,4- b ]吡啶和异恶唑并[5,4- b ]吡啶的方法。H-吡咯-2,3-二酮为1,3-双亲电子试剂，五元环烯胺为1,3-双亲核试剂。
• [3+3] Cyclocondensation of 4,5-Dibenzoyl-1H-pyrrole-2,3-diones with 3-Aminocyclopent-2-enone. Synthesis of Cyclopenta[b]pyridines
  作者：D. I. Antonov、M. V. Dmitriev、A. N. Maslivets

  DOI：10.1134/s1070428019050245

  日期：2019.5
• 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-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.