O,O′-(2,2-dipropyl-1,3-dioxo-1,3-propanediyl)-E,E′-dioxime1-phenylethanone | 1582289-47-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: O,O′-(2,2-dipropyl-1,3-dioxo-1,3-propanediyl)-E,E′-dioxime1-phenylethanone
• CAS: 1582289-47-1
• 化学式: C₂₅H₃₀N₂O₄
• 分子量: 422.524
• InChiKey: SYLYOKFMDLTWDU-VCNVVWDHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.51
• 重原子数：
  31.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  77.32
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  二丙基丙二酰二氯 、 (E)-1-phenylethanone oxime 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 20.0h， 以18%的产率得到4,4-dipropyl-2-(1-phenylethenyl)-3,5-isoxazolidinedione
  参考文献：
  名称：

  Synthesis of 3,5-Isoxazolidinediones and 1H-2,3-Benzoxazine-1,4(3H)-diones from Aliphatic Oximes and Dicarboxylic Acid Chlorides

  摘要：

  The synthesis of the title compounds was carried out by reacting dicarboxylic acid chlorides with oximes in the presence of excess triethylamine. Disubstituted malonyl chlorides gave 2-alkenyl-4,4-dialkyl-3,5-isoxazolidinediones (8a-f) and 2,2;-ethylidene-bis[4,4-dialkyl-3,5-isoxazolidinedione]s (9a-f). Compounds 9 were formed from 8 and its N-unsubstituted 3,5-isoxazolidinedione decomposition product. Phthaloyl chlorides reacted with acetone oxime to yield 3-(1-methylethenyl)-1H-2,3-benzoxazine-1,4(3H)-diones (16a-e). Products 16 spontaneously decomposed to give N-unsubstituted 1H-2,3-benzoxazine-1,4(3H)-diones (17a-e) at rates that were dependent on temperature and solvent. Kinetic studies showed that two of the compounds decomposed by zero-order kinetics under neutral conditions. Butanedioyl chloride did not produce a cyclic product.

  DOI：

  10.1021/jo402708j