1-(4-methoxyphenyl)-4,5-bis[(4-methylphenyl)carbonyl]-1H-pyrrole-2,3-dione | 380900-78-7

• 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: 1-(4-methoxyphenyl)-4,5-bis[(4-methylphenyl)carbonyl]-1H-pyrrole-2,3-dione
• 英文别名: 1-(4-methoxyphenyl)-4,5-bis(4-methylbenzoyl)pyrrole-2,3-dione
• CAS: 380900-78-7
• 化学式: C₂₇H₂₁NO₅
• 分子量: 439.467
• InChiKey: WBCKNUUFDCGUKF-UHFFFAOYSA-N

物化性质

• 沸点：
  602.6±65.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-氨基巴豆腈 、 1-(4-methoxyphenyl)-4,5-bis[(4-methylphenyl)carbonyl]-1H-pyrrole-2,3-dione 以 苯 为溶剂， 反应 2.0h， 以83%的产率得到3-hydroxy-1-(4-methoxyphenyl)-8-methyl-4-(4-methylbenzoyl)-6-(4-methylphenyl)-2-oxo-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

文献信息

• Reaction of 4,5-Diaroyl-1H-pyrrole-2,3-diones with Thiosemicarbazide. Synthesis of 1H-Pyrazole-5-carboxamides
  作者：D. I. Antonov、M. V. Dmitriev、O. A. Kourova、A. N. Maslivets

  DOI：10.1134/s1070428021120241

  日期：2021.12

  Abstract The reactions of 4,5-diaroyl-1H-pyrrole-2,3-diones with thiosemicarbazide and semicarbazide in­volved elimination of carbothioamide or carboxamide group and afforded substituted 3,4-diaroyl-1H-pyrazole-5-carboxamides. This reaction provides a convenient preparative route to 1H-pyrazole-5-carboxamides that attract interest for medicinal chemistry.

  摘要 4,5-diaroyl-1 H -pyrrole- 2,3-diones 与氨基硫脲和氨基脲的反应涉及消除硫代氨基甲酸酯或羧酰胺基团，并得到取代的 3,4-diaroyl-1 H -pyrazole -5-carboxamides。该反应提供了一种方便的制备 1 H-吡唑-5-甲酰胺的途径，吸引了药物化学的兴趣。
• Regio- and Diastereoselective [4+2]-Cycloaddition of 4,5-Diaroyl-1H-pyrrole-2,3-diones and Cyclopentadiene
  作者：A. A. Moroz、D. I. Antonov、M. V. Dmitriev、A. N. Maslivets

  DOI：10.1134/s1070428022030046

  日期：2022.3

  Abstract Thermally initiated [4+2]-cycloaddition of 4,5-diaroyl-1H-pyrrole-2,3-dione and cyclopentadiene as a dienophile afforded substituted 5a,8,8a,8b-tetrahydro-1H-cyclopenta[5,6]pyrano[4,3-b]pyrrole-2,3-diones whose structure was determined by X-ray analysis of one of the products. The reaction was regio- and diastereoselective, and only one endo-hetero-Diels–Alder adduct was formed. The described

  摘要 4,5-diaroyl-1 H -pyrrole -2,3-dione 和环戊二烯作为亲二烯体的热引发 [4+2]-环加成反应得到取代的 5a,8,8a,8b-tetrahydro-1 H -cyclopenta [5, 6]pyrano[4,3- b ]pyrrole-2,3-diones，其结构由其中一种产物的 X 射线分析确定。该反应具有区域选择性和非对映选择性，并且仅形成了一种内-杂-Diels-Alder 加合物。所描述的反应为难以获得的取代的环戊二烯[5,6]吡喃并[4,3- b ]吡咯衍生物提供了方便的制备途径。
• 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.
• Recyclization of 4,5-diaroyl-substituted 1H-pyrrole-2,3-diones effected by benzylhydrazine
  作者：P. S. Silaichev、Z. G. Aliev、A. N. Maslivets

  DOI：10.1134/s1070428009080326

  日期：2009.8