2-methyl-3,4-dihydro-1,4,8b-triazaacenaphthylen-5-one | 1042981-18-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并[1，2-a]吡啶
• 英文名称: 2-methyl-3,4-dihydro-1,4,8b-triazaacenaphthylen-5-one
• 英文别名: 3-Methyl-2,6,12-triazatricyclo[6.3.1.04,12]dodeca-1,3,8,10-tetraen-7-one
• CAS: 1042981-18-9
• 化学式: C₁₀H₉N₃O
• 分子量: 187.201
• InChiKey: YQNARPSGVONNBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乌洛托品 、 ethyl 2-methylimidazo[1,2-a]pyridine-5-carboxylate 在 溶剂黄146 作用下， 以 水 为溶剂， 以54%的产率得到2-methyl-3,4-dihydro-1,4,8b-triazaacenaphthylen-5-one
  参考文献：
  名称：

  New Opportunities with the Duff Reaction

  摘要：

  The Duff reaction (HMTA, AcOH or TFA) was studied on substituted [6 + 5] heterocyclic compounds. This reaction provides a useful route to aldehydes for Compounds bearing sensitive amide functions. It gives also access to tricyclic lactams of potential biological interest. The formation of an aminomethyl intermediate in the Duff reaction mechanism is unequivocally demonstrated.

  DOI：

  10.1021/jo800700b

文献信息

• New Opportunities with the Duff Reaction
  作者：Nicolas Masurier、Emmanuel Moreau、Claire Lartigue、Vincent Gaumet、Jean-Michel Chezal、Annie Heitz、Jean-Claude Teulade、Olivier Chavignon

  DOI：10.1021/jo800700b

  日期：2008.8.1

  The Duff reaction (HMTA, AcOH or TFA) was studied on substituted [6 + 5] heterocyclic compounds. This reaction provides a useful route to aldehydes for Compounds bearing sensitive amide functions. It gives also access to tricyclic lactams of potential biological interest. The formation of an aminomethyl intermediate in the Duff reaction mechanism is unequivocally demonstrated.