6-phenyl-1,3,7-triazapyrene | 1020166-30-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-phenyl-1,3,7-triazapyrene
• 英文别名: 12-phenyl-5,7,13-triazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),2,4(16),5,7,9,11(15),12-octaene
• CAS: 1020166-30-6
• 化学式: C₁₉H₁₁N₃
• 分子量: 281.316
• InChiKey: ZNYQIVOXTQICSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-phenyl-1,3,7-triazapyrene 、 碘甲烷 以 乙腈 为溶剂， 反应 4.0h， 生成 7-methyl-6-phenyl-1,3,7-triazapyrenium iodide 、 1-methyl-8-phenyl-1,3,7-triazapyrenium iodide 、 1-methyl-6-phenyl-1,3,7-triazapyrenium iodide
  参考文献：
  名称：

  Synthesis and hydroxylation of 1-alkyl- and 7-alkyl- 1,3,7-triazapyrenium salts

  摘要：

  The regioselectivity of quaternization of 1,3,5-triazapyrenes by alkyl halides has been studied. Oxidative hydroxylation of 1-alkyl- and 7-alkyl-1,3,7-triazapyrenium salts gives 1-alkyl-1,2-dihydro-1,3,7-triazapyren-2-ones or 7-alkyl-6,7-dihydro-1,3,7-triazapyren-6-ones respectively. In the absence of an oxidant the hydroxylation of the 1-alkyl-1,3,7-triazapyrenium salts leads to a hydrolytic cleavage of the heterocycle.

  DOI：

  10.1007/s10593-009-0295-6
• 作为产物：
  描述：

  1,3,5-三嗪 、 6(7)-benzoylperimidine 在 PPA 作用下， 反应 3.0h， 以60%的产率得到6-phenyl-1,3,7-triazapyrene
  参考文献：
  名称：

  Reaction of 6(7)-acyl-and 6(7)-formylperimidines with 1,3,5-triazines in poly-phosphoric acid

  摘要：

  A method has been developed for the synthesis of 1,3,7-triazapyrenes using the reaction of 6(7)-formyl- and 6(7)-benzoylperimidines with 1,3,5-triazines in PPA. Under these conditions, 6(7)-formylperimidine reacts with 2,4,6-trimethyl-1,3,5-triazine to give 6-hydroxy-1,3-diazapyrene.

  DOI：

  10.1007/s10593-008-0121-6

文献信息

• Novel three-component reaction of perimidines with 1,3,5-triazines and carbonyl compounds in polyphosphoric acid. an efficient method for peri-annelation of a carbocyclic and pyridine ring
  作者：A. V. Aksenov、N. A. Aksenov、A. S. Lyakhovnenko、A. B. Kumshaeva、I. V. Aksenova

  DOI：10.1007/s10593-012-1037-8

  日期：2012.7

  Methods have been developed for the synthesis of 1,3-diazapyrenes, 8(6)-aryl-6(8)-oxo-1,6,7,8-tetra-hydro-1,3-diazapyrenes, and 1,3,7-triazapyrenes based on a three-component reaction of perimidines with 1,3,5-triazines and carbonyl compounds, benzonitrile, or vinyl butyl ether in polyphosphoric acid.

  已经开发出用于合成1,3-二氮杂戊烯，8（6）-芳基-6（8）-氧代-1,6,7,8-四氢-1,3-二氮杂戊烯和1,3的方法，7-三氮杂py烯基于多im啶与1,3,5-三嗪和羰基化合物，苄腈或乙烯基丁基醚在多磷酸中的三组分反应。
• Novel three-component peri-annelation reactions of carbocyclic and pyridine rings with perimidines—synthesis of 1,3-diazapyrenes and 1,3,7-triazapyrenes
  作者：Alexander V. Aksenov、Alexander S. Lyahovnenko、Inna V. Aksenova、Oleg N. Nadein

  DOI：10.1016/j.tetlet.2008.01.064

  日期：2008.3

  A new effective synthetic method for 1,3-diazapyrenes and 1,3,7-triazapyrenes is developed based on the three-component reaction of perimidines or 1,8-diaminonaphthalene with 1,3,5-triazines and carbonyl compounds or benzonitrile in polyphosphoric acid (PPA).

  基于环二嘧啶或1,8-二氨基萘与1,3,5-三嗪和羰基化合物或苄腈的三组分反应，提出了一种有效的1,3-二氮杂戊烯和1,3,7-三氮杂戊烯的合成新方法。多磷酸（PPA）。
• Synthesis of 1,3-diazapyrenes and 1,3,7-triazapyrenes by the reaction of 1,8-naphthalenediamine with triazine in the presence of carbonyl compounds or benzonitrile in polyphosphoric acid
  作者：A. V. Aksenov、I. V. Aksenova、A. S. Lyakhovnenko、N. A. Aksenov

  DOI：10.1007/s10593-009-0192-z

  日期：2008.11

  A novel three-component synthesis has been developed for 1,3-diazapyrenes based on the reaction of 1,8-naphthalenediamine with triazine and carbonyl compounds in polyphosphoric acid (PPA). The use of benzonitrile in place of the carbonyl compounds in this reaction gives 6-phenyl-1,3,7-triazapyrenes.
• Unexpected reaction of 1,8-naphthylenediamine and perimidines with 1,3,5-triazine in the presence of benzonitrile in polyphosphoric acid
  作者：I. V. Aksenova、A. V. Aksenov、A. S. Lyakhovnenko、I. V. Borovlev

  DOI：10.1007/s10593-008-0127-0

  日期：2008.7