1-(2-methyl-1H-perimidin-7-yl)ethan-1-one | 56314-39-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类 - 二氮杂萘
• 英文名称: 1-(2-methyl-1H-perimidin-7-yl)ethan-1-one
• CAS: 56314-39-7
• 化学式: C₁₄H₁₂N₂O
• 分子量: 224.262
• InChiKey: WWVSEHHVWZXCDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  1-(2-methyl-1H-perimidin-7-yl)ethan-1-one 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-dimethyl-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

• Rational design of an efficient one-pot synthesis of 6H-pyrrolo[2,3,4-gh]perimidines in polyphosphoric acid
  作者：Alexander V. Aksenov、Nicolai A. Aksenov、Dmitrii S. Ovcharov、Dmitrii A. Aksenov、Georgii Griaznov、Leonid G. Voskressensky、Michael Rubin

  DOI：10.1039/c6ra17269e

  日期：——

  Several highly efficient one-pot synthetic protocols were developed, enabling polyphosphoric acid-activated nitroalkanes to act as electrophiles in reactions with aminonapthalenes. The featured methods allow for the single step assembly of...

  开发了几种高效的一锅法合成方案，使多磷酸活化的硝基烷烃在与氨基萘的反应中充当亲电试剂。特色方法允许单步组装...
• Synthesis and special features of the structure of 6(7)-aminoperimidine derivatives
  作者：A. V. Aksenov、A. S. Lyakhovnenko、N. C. Karaivanov、I. I. Levina

  DOI：10.1007/s10593-010-0532-z

  日期：2010.8

  of perimidines with sodium azide in PPA. The corresponding amides were synthesized by acylation and were also obtained by the Schmidt reaction from 6(7)-acetyl(or benzoyl)perimidines. A special feature of the structure of the 2-substituted amines and amides is the presence of annular tautomerism slow in NMR time.

  已经基于在PPA中用叠氮化钠对亚氨基叠氮化物的亲电胺化反应，开发了一种合成6（7）-氨基亚氨基叠氮化物的方法。相应的酰胺通过酰化反应合成，也可以通过Schmidt反应从6（7）-乙酰基（或苯甲酰基）过亚吡啶中获得。2-取代的胺和酰胺的结构的一个特殊特征是在NMR时间内慢速出现的环状互变异构现象。
• 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.
• A new method for pyrrole peri-annulation: synthesis of 1H-1,5,7-triazacyclopenta[c,d]phenalenes from 1H-perimidines
  作者：Alexander V. Aksenov、Alexander S. Lyakhovnenko、Anna V. Andrienko、Irina I. Levina

  DOI：10.1016/j.tetlet.2010.02.129

  日期：2010.5

  New methods for the synthesis of 1H-1,5,7-triazacyclopenta[c,d]phenalenes have been developed based on a sequence involving Schmidt reaction of keto-perimidines and acylation of the intermediate amides with 1,3,5-triazines or carboxylic acids. The same synthetic sequence starting from the corresponding alkylperimidine includes acylation with acetic acid as the first step. (C) 2010 Elsevier Ltd. All rights reserved.
• New one pot synthesis of 1H-1,5,7-triazacyclopenta[c,d]phenalenes
  作者：A. S. Lyakhovnenko、N. A. Aksenov、A. S. Kolesnikova、I. V. Aksenova、A. V. Aksenov

  DOI：10.1007/s11172-013-0117-y

  日期：2013.3