2-phenyl-6(7)-benzoylperimidine | 1146622-19-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-phenyl-6(7)-benzoylperimidine
• 英文别名: phenyl-(2-phenyl-1H-perimidin-6-yl)methanone
• CAS: 1146622-19-6
• 化学式: C₂₄H₁₆N₂O
• 分子量: 348.404
• InChiKey: ZDFFLWBCJQCTNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.57
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.46
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-phenyl-6(7)-benzoylperimidine 在 盐酸 、 硝酸 、 溶剂黄146 、 锌 作用下， 以 水 为溶剂， 反应 5.05h， 生成 2,6-diphenyl-1H-1,5,7-triazacyclopenta[c,d]phenalene
  参考文献：
  名称：

  Novel one-pot synthesis of 1H-1,5,7-triazacyclopenta[c,d]phenalenes

  摘要：

  DOI：

  10.1007/s10593-011-0709-0

文献信息

• A facile and efficient synthesis of<i>N</i>-substituted furo[3,4-<i>b</i>]indeno[2,1-<i>e</i>]pyridine analogues of azapodophyllotoxin<i>via</i>microwave-assisted multicomponent reactions
  作者：Feng Shi、Ge Zhang、Yan Zhang、Ning Ma、Bo Jiang、Shu-Jiang Tu

  DOI：10.1002/jhet.187

  日期：2009.9

  The efficient and facile synthesis of N-substituted furo[3,4-b]indeno[2,1-e]pyridine analogues of azapodophyllotoxin was achieved via microwave-assisted multicomponent reactions of aldehyde, 2H-indene-1,3-dione and 4-(arylamino)furan-2(5H)-one in glycol without catalyst. This method has the obvious advantages over traditional heating ones on short reaction time, high yield, operational simplicity as

  的有效和简便合成ñ -取代呋喃并[3,4- b ]茚并[2,1- ë ]吡啶azapodophyllotoxin类似物达到通过微波辅助的多组分反应的醛，在没有催化剂的情况下在乙二醇中的2 H-茚-1,3-二酮和4-（芳基氨基）呋喃-2（5 H）-1 。与传统的加热方法相比，该方法具有明显的优势，即反应时间短，产率高，操作简便以及对环境友好。J.杂环化​​学，（2009）。
• Novel approach to the synthesis of 1,3-diazapyrenes
  作者：A. V. Aksenov、I. V. Borovlev、I. V. Aksenova、D. A. Lobach、A. S. Lyakhovnenko

  DOI：10.1007/s10593-009-0227-5

  日期：2009.1

  Methods have been developed for the synthesis of 1,3-diazapyrenes based on the reactions of perimidines with ethoxymethylene-1,3-dicarbonyl compounds and also 6(7)-benzoyl(acetyl, formyl)perimidines with carbonyl compounds in PPA.
• Synthesis of N-Phenyl-1,5,7-Triazacyclopenta[cd]- Phenalenes by the Reaction of 1H-Perimidine Carbonyl Derivatives with Nitrobenzene
  作者：S. V. Shcherbakov、D. A. Lobach、M. Rubin、A. V. Aksenov

  DOI：10.1007/s10593-014-1531-2

  日期：2014.8
• 6(7)-Acylperimidines nitration and methods of peri-annelation on this base
  作者：A. V. Aksenov、N. A. Aksenov、A. S. Lyakhovnenko、A. N. Smirnov、I. I. Levina、I. V. Aksenova

  DOI：10.1007/s10593-013-1335-9

  日期：2013.10

  A method has been developed for the nitration of 6(7)-acylperimidines using sodium nitrite in formic acid. The reaction gives a mixture of 4(9)-, 9(4)-, and 7(6)-nitro-6(7)-acylperimidines from which the latter can be separated by extraction with chloroform. Reduction of the 6(7)-acyl-7(6)-nitro- perimidines yields 1H-1,5,7-triazacyclopenta[cd]phenalenes. Subsequent Schmidt reaction and reduction give 1,3,6,8-tetraazapyrenes.
• Synthesis of 1-Thia-5,7-Diazacyclopenta[cd]- Phenalenes from 6(7)-Derivatives of Perimidine
  作者：A. V. Aksenov、S. V. Shcherbakov、D. A. Lobach、N. N. Letichevskaya、E. A. Vasil’eva

  DOI：10.1007/s10593-014-1520-5

  日期：2014.8

  Electrochemical oxidation of 6(7)-benzoylperimidines was shown to involve two stages of single electron transfer. Based on cyclic voltammetry and microelectrolysis data, a synthetic method was developed for the peri annelation of thiophene ring to benzoyl derivatives of perimidine. A new method was proposed for the preparation of 1-thia-5,7-diazacyclopenta[cd]phenalenes by fusing 6(7)-carbonyl derivatives of perimidine with elemental sulfur.