3-Acetyl-6,6-dimethyl-4-methylamino-5,6-dihydro-1H-pyridin-2-one | 220050-68-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-Acetyl-6,6-dimethyl-4-methylamino-5,6-dihydro-1H-pyridin-2-one
• 英文别名: 5-acetyl-2,2-dimethyl-4-(methylamino)-1,3-dihydropyridin-6-one
• CAS: 220050-68-0
• 化学式: C₁₀H₁₆N₂O₂
• 分子量: 196.249
• InChiKey: DHHPJKUFUGKULF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.35
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  58.2
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-Acetyl-6,6-dimethyl-4-methylamino-5,6-dihydro-1H-pyridin-2-one 在 盐酸 、 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 21.0h， 生成 (Z)-4-hydroxyimino-6,6-dimethylpiperidin-2-one
  参考文献：
  名称：

  Synthesis of Isomeric Isoxazolopyridinones

  摘要：

  Reaction of 4-methylamino-5,6-dihydropyridinone with acetyl chloride yielded exclusively the 3-acetyl derivative. When the methylamino group of the latter was removed by alkaline hydrolysis, a mixture of two hydroxy derivatives was formed. Those cyclized upon treatment with hydroxylamine exclusively to the isoxazolo[4,5-c]pyridinone, whereas the 4-methylamino analogue yielded, depending on pH, mainly the isoxazolo[4,3-c]pyridinone or the isoxazolo[4,5-c]pyridinone. The configurations of the latter compounds were established by NMR experiments.

  DOI：

  10.1007/pl00010140
• 作为产物：
  描述：

  乙酰氯 、 6,6-Dimethyl-4-methylamino-5,6-dihydro-2(1H)-pyridon 在 三氯化铝 作用下， 以 硝基苯 为溶剂， 反应 16.0h， 以74.4%的产率得到3-Acetyl-6,6-dimethyl-4-methylamino-5,6-dihydro-1H-pyridin-2-one
  参考文献：
  名称：

  Synthesis of Isomeric Isoxazolopyridinones

  摘要：

  Reaction of 4-methylamino-5,6-dihydropyridinone with acetyl chloride yielded exclusively the 3-acetyl derivative. When the methylamino group of the latter was removed by alkaline hydrolysis, a mixture of two hydroxy derivatives was formed. Those cyclized upon treatment with hydroxylamine exclusively to the isoxazolo[4,5-c]pyridinone, whereas the 4-methylamino analogue yielded, depending on pH, mainly the isoxazolo[4,3-c]pyridinone or the isoxazolo[4,5-c]pyridinone. The configurations of the latter compounds were established by NMR experiments.

  DOI：

  10.1007/pl00010140

文献信息

• Synthesis of Isomeric Isoxazolopyridinones
  作者：Robert Weis、Klaus Schweiger、Walter M. F. Fabian

  DOI：10.1007/pl00010140

  日期：1998.12

  Reaction of 4-methylamino-5,6-dihydropyridinone with acetyl chloride yielded exclusively the 3-acetyl derivative. When the methylamino group of the latter was removed by alkaline hydrolysis, a mixture of two hydroxy derivatives was formed. Those cyclized upon treatment with hydroxylamine exclusively to the isoxazolo[4,5-c]pyridinone, whereas the 4-methylamino analogue yielded, depending on pH, mainly the isoxazolo[4,3-c]pyridinone or the isoxazolo[4,5-c]pyridinone. The configurations of the latter compounds were established by NMR experiments.