2-nitromethylene-[1,3]oxazinane | 57355-03-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 2-nitromethylene-[1,3]oxazinane
• 英文别名: 2-(Nitromethylidene)-1,3-oxazinane
• CAS: 57355-03-0
• 化学式: C₅H₈N₂O₃
• 分子量: 144.13
• InChiKey: QSOJHXBSGVYRHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  67.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氨基-1-丙醇 、 1,1-双(甲硫基)-2-亚硝基乙烯 以 乙醇 为溶剂， 反应 0.33h， 以50%的产率得到2-nitromethylene-[1,3]oxazinane
  参考文献：
  名称：

  Microwave-Assisted Synthesis ofN-Heterocycles and Their Evaluation Using an Acetylcholinesterase Immobilized Capillary Reactor

  摘要：

  Os etenoditioacetais polarizados sao conhecidos como importantes intermediarios em muitos processos de sintese. Neste trabalho, reporta-se a anelacao livre de metal de transicao de 1,1-bis(tiometil)-2-nitroetileno com hidroxilalquilaminas e alquildiaminas. Esta metodologia permite a sintese direta de N-heterociclos tais como imidazolidinas, oxazolidinas e benzoxazis sob irradiaao de micro-ondas. Estes compostos foram avaliados como inibidores da acetilcolinesterase usando um reator capilar contendo a enzima imobilizada acoplado a um espectrmetro de massas.Polarized ketene dithioketals have been recognized as useful building blocks in many synthetic operations. In this work, a transition-metal-free annulations of 1,1-bis(thiomethyl)-2-nitroethylene with hydroxylalkylamines or alkyldiamines have been reported. This methodology provides a directed approach to N-heterocycles, e.g., imidazolidines, oxazolidines and benzoxazoles under microwave conditions. These compounds were evaluated as acetylcholinesterase inhibitors by using an enzyme immobilized capillary reactor-tandem mass spectrometry.

  DOI：

  10.5935/0103-5053.20140056