2-[2-(2,5-dimethylphenyl)-4,5-dioxo-4,5-dihydro-3-furyl]-3-(2,5-dimethylphenyl)quinoxaline | 478854-76-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-[2-(2,5-dimethylphenyl)-4,5-dioxo-4,5-dihydro-3-furyl]-3-(2,5-dimethylphenyl)quinoxaline
• 英文别名: 5-(2,5-Dimethylphenyl)-4-[3-(2,5-dimethylphenyl)quinoxalin-2-yl]furan-2,3-dione
• CAS: 478854-76-1
• 化学式: C₂₈H₂₂N₂O₃
• 分子量: 434.494
• InChiKey: PJFZIHSVVYGDLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  69.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[2-(2,5-dimethylphenyl)-4,5-dioxo-4,5-dihydro-3-furyl]-3-(2,5-dimethylphenyl)quinoxaline 以 对二甲苯 为溶剂， 反应 0.33h， 以70%的产率得到4-(2,5-dimethylbenzoyl)-3-(2,5-dimethylbenzoyloxy)-5-(2,5-dimethylphenyl)-2-[3-(2,5-dimethylphenyl)quinoxalin-2-yl]-1H-pyrido[1,2-a]quinoxalin-1-one
  参考文献：
  名称：

  摘要：

  3-Aryl-Z-2-aroylmethylidene-1,2-dihydroquinoxalines react with oxalyl chloride to form 3-aryl-2-(2-aryl-4,5-dioxo-4,5-dihydro-3-furyl)quinoxalines, whose thermal decarbonylation generate 5-aryl-2-3(arylquinoxalin-2-yl)-4-aroyl-3-aroyloxy-1H-pyrido[1,2-a]quinoxalin-1-ones. The crystal and molecular structures of one of them (Ar = Ph) were established by X-ray diffraction analysis.

  DOI：

  10.1023/a:1016097120253
• 作为产物：
  描述：

  草酰氯 、 1-(2,5-Dimethyl-phenyl)-2-[3-(2,5-dimethyl-phenyl)-1H-quinoxalin-(2Z)-ylidene]-ethanone 以 氯仿 为溶剂， 以90%的产率得到2-[2-(2,5-dimethylphenyl)-4,5-dioxo-4,5-dihydro-3-furyl]-3-(2,5-dimethylphenyl)quinoxaline
  参考文献：
  名称：

  摘要：

  3-Aryl-Z-2-aroylmethylidene-1,2-dihydroquinoxalines react with oxalyl chloride to form 3-aryl-2-(2-aryl-4,5-dioxo-4,5-dihydro-3-furyl)quinoxalines, whose thermal decarbonylation generate 5-aryl-2-3(arylquinoxalin-2-yl)-4-aroyl-3-aroyloxy-1H-pyrido[1,2-a]quinoxalin-1-ones. The crystal and molecular structures of one of them (Ar = Ph) were established by X-ray diffraction analysis.

  DOI：

  10.1023/a:1016097120253

文献信息

• Five-Membered 2,3-Dioxo Heterocycles: XLVI. Reaction of 5-Aryl-4-quinoxalinyl-2,3-dihydrofuran-2,3-diones with Aldehydes and Ketones. Molecular and Crystalline Structure of 5-(3-p-Tolylquinoxalin-2-yl)-4H-1,3-dioxine- 2-spiro-2'-adamantan-4-one
  作者：N. Yu. Lisovenko、A. N. Maslivets、Z. G. Aliev

  DOI：10.1023/b:rujo.0000045203.69639.83

  日期：2004.7

  Aroyl(quinoxalinyl)ketenes generated by thermolysis of 5-aryl-4-(3-arylquinoxalin-2-yl)-2,3-dihydrofuran-2,3-diones act as dienes in [4+2]-cycloaddition at the carbonyl group of aldehydes and ketones to afford 2-substituted 6-aryl-5-(3-arylquinoxalin-2-yl)-4H-1,3-dioxin-4-ones. The structure of 5-(3-p-tolylquinoxalin-2-yi)-4H-1,3-dioxine-2-spiro-2'-adamantan-4-one was proved by X-ray analysis.