N-[1-(2-chlorophenyl)-2-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)ethyl]-p-toluenesulfonamide | 1186526-36-2

• 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: N-[1-(2-chlorophenyl)-2-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)ethyl]-p-toluenesulfonamide
• 英文别名: N-[1-(2-chlorophenyl)-2-(2,2-dimethyl-6-oxo-1,3-dioxin-4-yl)ethyl]-4-methylbenzenesulfonamide
• CAS: 1186526-36-2
• 化学式: C₂₁H₂₂ClNO₅S
• 分子量: 435.928
• InChiKey: GFNFWSLIQMNICG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (2,2-dimethyl-6-methylene-6H-1,3-dioxin-4-yloxy)trimethylsilane 、 o-chloro-N-tosylbenzaldimine 以 甲苯 为溶剂， 反应 2.0h， 以95%的产率得到N-[1-(2-chlorophenyl)-2-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)ethyl]-p-toluenesulfonamide
  参考文献：
  名称：

  Facile Synthesis of δ-Amino-β-ketoesters and Piperidinediones via a Vinylogous Mannich-Type Reaction of Brassard-Type Diene with Aldimines without Catalyst

  摘要：

  The vinylogous Mannich reaction of N-tosyl-aldimines with Brassard diene proceeds at room temperature under catalyst-free conditions smoothly to give gamma-amino-beta-ketoesters (4b-l) in good to excellent yields, which are easily converted to piperidinediones at higher temperature. The two-step reactions could be combined in a one-pot process with toluene as a solvent and without the use of any catalyst for direct synthesis of piperidinediones (5).

  DOI：

  10.1080/00397910902730846