2-Methoxy-2-propyl-1-oxa-3,4-diazaspiro[4.4]non-3-ene | 138723-88-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Methoxy-2-propyl-1-oxa-3,4-diazaspiro[4.4]non-3-ene
• CAS: 138723-88-3
• 化学式: C₁₀H₁₈N₂O₂
• 分子量: 198.265
• InChiKey: VEFZCRZUOPVWLZ-UHFFFAOYSA-N

物化性质

• 沸点：
  267.6±40.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甲醇 、 N-(cyclopentylideneamino)butanamide 在 sodium acetate 作用下， 以71%的产率得到2-Methoxy-2-propyl-1-oxa-3,4-diazaspiro[4.4]non-3-ene
  参考文献：
  名称：

  Electrooxidative cyclization of N-acylhydrazones of aldehydes and ketones to .DELTA.3-1,3,4-oxadiazolines and 1,3,4-oxadiazoles

  摘要：

  The electrolytic oxidation of ketone N-acylhydrazones (1) in methanolic sodium acetate induced their intramolecular cyclization to the corresponding 2-methoxy-DELTA(3)-1,3,4-oxadiazolines 3. The thermal stability of a given oxadiazoline and what products were formed by its thermal decomposition was found to depend on the natures of the substituents at C-2. Thus, 2-methoxy-2-phenyloxadiazolines preferentially yielded oxiranes 5, whereas 2-alkyl-2-methoxyoxadiazolines preferentially gave enol ethers 6. 2,2-Dimethoxyoxadiazolines decomposed to the parent ketones and many unidentified products. The electrolytic oxidation of aldehyde N-acylhydrazones 2 gave 2,5-disubstituted 1,3,4-oxadiazoles 4. The oxidative cyclization of the N-benzoylhydrazones of aliphatic aldehydes gave especially high yields of the corresponding heterocycles.

  DOI：

  10.1021/jo00031a014