dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(4-nitrophenylamino)methylphosphonate | 1582309-58-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(4-nitrophenylamino)methylphosphonate
• CAS: 1582309-58-7
• 化学式: C₁₇H₁₉N₂O₇P
• 分子量: 394.321
• InChiKey: UJJWSOLSKZKFDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  109.16
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  1,4-苯并二恶烷-6-甲醛 、 4-硝基苯胺 、 亚磷酸二甲酯 在 titanium(IV) oxide 作用下， 以 neat (no solvent) 为溶剂， 反应 0.25h， 以86%的产率得到dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(4-nitrophenylamino)methylphosphonate
  参考文献：
  名称：

  The Synthesis and Bioactivity of Dimethyl (2,3- Dihydrobenzo[b][1,4]Dioxin-6-Yl)(Aryl Amino)Methylphosphonates

  摘要：

  A new series of -aminophosphonates have been synthesized by a one-pot three-component reaction of 2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde, various amines, and dimethyl phosphite by using nano-TiO2 as a catalyst under solvent-free conditions at 50 degrees C. The major advantages of the present method are high yields, short reaction times, recyclable catalyst, and solvent-free reaction conditions. Among these new structurally diversified set of -aminophosphonates, dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(3-nitrophenylamino) methylphosphonate and dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(4-fluoro-3-nitro-phenyl-amino) methylphosphonate have shown higher antioxidant activity in diphenyl picryl hydrazyl (DPPH) scavenging, reducing power assay, and lipid peroxidation methods.

  DOI：

  10.1080/10426507.2013.842998