4-Oxo-3,6-diphenyl-2-p-tolyl-3,4-dihydro-2H-[1,3]oxazine-5-carboxylic acid ethyl ester

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-Oxo-3,6-diphenyl-2-p-tolyl-3,4-dihydro-2H-[1,3]oxazine-5-carboxylic acid ethyl ester
• 英文别名: ethyl 2-(4-methylphenyl)-4-oxo-3,6-diphenyl-2H-1,3-oxazine-5-carboxylate
• 化学式: C₂₆H₂₃NO₄
• 分子量: 413.473
• InChiKey: BPWNBIRIMNVUHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(P-甲基苯亚甲基)苯胺 、 ethyl 4,5-dioxo-2-phenyl-4,5-dihydrofuran-3-carboxylate 以 xylene 为溶剂， 反应 1.5h， 以63%的产率得到4-Oxo-3,6-diphenyl-2-p-tolyl-3,4-dihydro-2H-[1,3]oxazine-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Reactions of cyclic oxalyl compounds XXXIX. Reactions of 4-Ethoxycarbonyl-5-phenyl-2,3-dihydrofuran-2,3-dione with heterocumulenes andSchiff bases

  摘要：

  Furan-2,3-dione 1 reacts with arylisocyanates to the corresponding pyrrol-2,3-diones 2, whereas conversion with diisopropylcarbodiimide affords the oxazepin-6,7-dione derivative 3 in 68% yield. 1,3-Oxazines 5, 6, and 7 were obtained by thermolysis of 1 in boiling xylene in presence of arylisocyanates, diphenylketen-p-tolylimine, and Schiff bases, most likely by trapping the alpha-oxoketene intermediate 4. Preparative flash vakuum pyrolysis (FVP) of 1 and 2b gave 8 and 9, respectively.

  DOI：

  10.1007/bf00810774

文献信息

• Reactions of cyclic oxalyl compounds XXXIX. Reactions of 4-Ethoxycarbonyl-5-phenyl-2,3-dihydrofuran-2,3-dione with heterocumulenes andSchiff bases
  作者：H. A. Abd El-Nabi、G. Kollenz

  DOI：10.1007/bf00810774

  日期：1997.4

  Furan-2,3-dione 1 reacts with arylisocyanates to the corresponding pyrrol-2,3-diones 2, whereas conversion with diisopropylcarbodiimide affords the oxazepin-6,7-dione derivative 3 in 68% yield. 1,3-Oxazines 5, 6, and 7 were obtained by thermolysis of 1 in boiling xylene in presence of arylisocyanates, diphenylketen-p-tolylimine, and Schiff bases, most likely by trapping the alpha-oxoketene intermediate 4. Preparative flash vakuum pyrolysis (FVP) of 1 and 2b gave 8 and 9, respectively.