2-(4-methoxyphenyl)-2,3,7,8-tetrahydroacenaphtho[5,6-bc]azepin-4(1H)-one | 1030384-87-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-(4-methoxyphenyl)-2,3,7,8-tetrahydroacenaphtho[5,6-bc]azepin-4(1H)-one
• 英文别名: 2-(4-methoxyphenyl)-1,2,3,4,7,8-hexahydroacenaphtho[5,6-bc]azepin-4-one；2-(4-methoxyphenyl)-2,3-dihydroacenaphtho[5,6-bc]azepin-4(1H)-one；2-(4-Methoxyphenyl)-1,2,3,4,7,8-hexahydro-acenaphtho[5,6-bc]azepin-4-one；6-(4-methoxyphenyl)-5-azatetracyclo[7.5.2.04,16.012,15]hexadeca-1,3,9(16),10,12(15)-pentaen-8-one
• CAS: 1030384-87-2
• 化学式: C₂₂H₁₉NO₂
• 分子量: 329.398
• InChiKey: NCRJOEQZWDGYKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-methoxyphenyl)-2,3,7,8-tetrahydroacenaphtho[5,6-bc]azepin-4(1H)-one 在 四氯苯醌 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以3%的产率得到9-acetyl-2,7-di(4-methoxyphenyl)-1,2,3,4,12,13-hexahydroazepino[2',3',4':5,6]acenaphtho[1,2-c]indeno[1,7-gh]quinolin-4-one
  参考文献：
  名称：

  Oxidative transformatons of 2-aryl-1,2,3,4,7,8-hexahydroacenaphtho[5,6-bc]azepin-4-ones

  摘要：

  Reactions of partial (elimination of H-2 from the bimethylene unit) and exhaustive (elimination of 2H(2) from the bimethylene unit and the seven-membered heterocycle) dehydrogenation of 2-aryl-1,2,3,4,7,8-hexahydroacenaphtho[5,6-bc]azepin-4-ones were performed. The effect of the electronic structure of initial and dehydrogenated compounds on their spectral characteristics was discussed. New peri-fused heterocyclic systems were obtained.

  DOI：

  10.1134/s1070428008070208
• 作为产物：
  描述：

  1-(6-aminoacenaphthen-5-yl)ethanone 、 4-甲氧基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以76%的产率得到2-(4-methoxyphenyl)-2,3,7,8-tetrahydroacenaphtho[5,6-bc]azepin-4(1H)-one
  参考文献：
  名称：

  ena和and系列的per-氨基酮

  摘要：

  迫-氨基-取代的甲基和芳基的苊并苊一系列酮均在氮原子，脱氢，并与醛反应进行质子化和酰化。基于光谱数据和量子化学计算，确定了周边位置的取代基的构象以及它们参与分子内和分子间转化的可能性。

  DOI：

  10.1134/s1070428010060114

文献信息

• Specific example of the mannich reaction in the series of 5-acetyl-6-aminoacenaphthene and its derivatives
  作者：A. N. Antonov、R. V. Tyurin、L. G. Minyaeva、V. V. Mezheritskii

  DOI：10.1134/s107042800707010x

  日期：2007.7

  Reactions of 5-acetyl-6-aminoacenaphthene and 5-acetyl-6-acetylaminoacenaphthene with aromatic aldehydes under conditions of base and acid catalysis gave derivatives of a new peri-fused heterocyclic system, 2,3,7,8-tetrahydroacenaphtho[5,6-bc]azepin-4(1H)-ones.
• 1-azaacepleiadylene—A novel peri-fused heterocyclic system
  作者：V. V. Mezheritskii、A. N. Antonov、R. V. Tyurin、L. G. Minyaeva、K. A. Lysenko、M. S. Korobov

  DOI：10.1134/s1070428009060219

  日期：2009.6

  Treatment of 2-aryl-1H,4H-2,3,7,8-tetrahydroacenaphtho[5,6-bc]azepin-4-one with hydrazine hydrate on heating in ethylene glycol in the presence of alkali resulted in the reduction of the oxo group to CH2. Dehydrogenation of the reduction product with 2,3,5,6-tetrachloro-1,4-benzoquinone gave 2-aryl-1-azaacepleiadylene which is the first representative of a novel peri-fused heterocyclic system.