6-(3-methoxyphenyl)-4,5-dihydro-1,2,4-triazin-3-one | 87428-11-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-(3-methoxyphenyl)-4,5-dihydro-1,2,4-triazin-3-one
• 英文别名: 6-(3-Methoxyphenyl)-4,5-dihydro-1,2,4-triazin-3(2H)-one；6-(3-methoxyphenyl)-4,5-dihydro-2H-1,2,4-triazin-3-one
• CAS: 87428-11-3
• 化学式: C₁₀H₁₁N₃O₂
• 分子量: 205.216
• InChiKey: OSMUBAGYKAOKKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  62.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(3-methoxyphenyl)-4,5-dihydro-1,2,4-triazin-3-one 在 叔丁基过氧化氢 、 1,2-二氯乙烯 、 copper diacetate 、 potassium carbonate 作用下， 反应 24.0h， 生成
  参考文献：
  名称：

  Tuning the Annulation Reactivity of Vinyl Azides and Carbazates: A Divergent Synthesis of Aza-pyrimidinones and Imidazoles

  摘要：

  A divergent cascade annulation has been developed using readily available vinyl azides and carbazates with a wide range of substituents. Vinyl azides were successfully applied as bifunctional partners to prepare aza-pyrimidinones via 6-ring closure with carbazates as well as to construct polyfunctionalized imidazoles via 5-ring closure with N-substituted carbazates. The aza-heterocycles were obtained with high levels of chemoselectivity and excellent yields.

  DOI：

  10.1021/acs.orglett.5b02180
• 作为产物：
  描述：

  1-(1-azidovinyl)-3-methoxybenzene 、 phenyl hydrazinecarboxylate 以 乙腈 为溶剂， 反应 6.0h， 以84%的产率得到6-(3-methoxyphenyl)-4,5-dihydro-1,2,4-triazin-3-one
  参考文献：
  名称：

  Tuning the Annulation Reactivity of Vinyl Azides and Carbazates: A Divergent Synthesis of Aza-pyrimidinones and Imidazoles

  摘要：

  A divergent cascade annulation has been developed using readily available vinyl azides and carbazates with a wide range of substituents. Vinyl azides were successfully applied as bifunctional partners to prepare aza-pyrimidinones via 6-ring closure with carbazates as well as to construct polyfunctionalized imidazoles via 5-ring closure with N-substituted carbazates. The aza-heterocycles were obtained with high levels of chemoselectivity and excellent yields.

  DOI：

  10.1021/acs.orglett.5b02180

文献信息

• Tuning the Annulation Reactivity of Vinyl Azides and Carbazates: A Divergent Synthesis of Aza-pyrimidinones and Imidazoles
  作者：Jiaan Shao、Xingyu Liu、Ke Shu、Pai Tang、Jing Luo、Wenteng Chen、Yongping Yu

  DOI：10.1021/acs.orglett.5b02180

  日期：2015.9.18

  A divergent cascade annulation has been developed using readily available vinyl azides and carbazates with a wide range of substituents. Vinyl azides were successfully applied as bifunctional partners to prepare aza-pyrimidinones via 6-ring closure with carbazates as well as to construct polyfunctionalized imidazoles via 5-ring closure with N-substituted carbazates. The aza-heterocycles were obtained with high levels of chemoselectivity and excellent yields.