(6-Oxo-2-p-tolyl-1,6-dihydro-pyridin-3-yl)-phosphonic acid diethyl ester

• 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: (6-Oxo-2-p-tolyl-1,6-dihydro-pyridin-3-yl)-phosphonic acid diethyl ester
• 英文别名: 5-diethoxyphosphoryl-6-(4-methylphenyl)-1H-pyridin-2-one
• 化学式: C₁₆H₂₀NO₄P
• 分子量: 321.313
• InChiKey: BIINLDZEIXHKCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甲基膦酸二乙酯 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 91.0h， 生成 (6-Oxo-2-p-tolyl-1,6-dihydro-pyridin-3-yl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  Synthesis of 5-Phosphonyl-2(1H)-pyridones from Primary b-Enaminophosphonate and Acetylenic Esters

  摘要：

  Primary beta-enaminophosphonates (2) are obtained from metallated diethyl methylphosphonate and nitriles. Reaction of enamines (2) with ethyl propiolate and dimethyl acetylenedicarboxylate yields 1:1 adducts (7) and (8), respectively. Treatment of monoadducts (7) with sodium hydride leads to 5-phosphonyl-2(1H)-pyridones (1). Functionalized enamines (8) under go thermal cyclocondensation 1 to give pyridones (9).

  DOI：

  10.3987/com-95-7147

文献信息

• Synthesis of 5-Phosphonyl-2(1H)-pyridones from Primary b-Enaminophosphonate and Acetylenic Esters
  作者：Francisco Palacios、Jesús García、Ana Ma Ochoa de Retana、Julen Oyarzabal

  DOI：10.3987/com-95-7147

  日期：——

  Primary beta-enaminophosphonates (2) are obtained from metallated diethyl methylphosphonate and nitriles. Reaction of enamines (2) with ethyl propiolate and dimethyl acetylenedicarboxylate yields 1:1 adducts (7) and (8), respectively. Treatment of monoadducts (7) with sodium hydride leads to 5-phosphonyl-2(1H)-pyridones (1). Functionalized enamines (8) under go thermal cyclocondensation 1 to give pyridones (9).