3-(4-Chloro-phenyl)-2,4-dioxo-6-phenyl-3,4-dihydro-2H-[1,3]oxazine-5-carboxylic acid ethyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4-Chloro-phenyl)-2,4-dioxo-6-phenyl-3,4-dihydro-2H-[1,3]oxazine-5-carboxylic acid ethyl ester
• 英文别名: 5-Ethoxycarbonyl-3-(4-chlorophenyl)-6-phenyl-4h-1,3-oxazine-2,4-dione；ethyl 3-(4-chlorophenyl)-2,4-dioxo-6-phenyl-1,3-oxazine-5-carboxylate
• 化学式: C₁₉H₁₄ClNO₅
• 分子量: 371.777
• InChiKey: AADCJHAPFWHLNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对氯苯异氰酸酯 、 ethyl 4,5-dioxo-2-phenyl-4,5-dihydrofuran-3-carboxylate 以 xylene 为溶剂， 反应 1.5h， 以65%的产率得到3-(4-Chloro-phenyl)-2,4-dioxo-6-phenyl-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.