N-(2-Nitrobenzoyl)azacycloheptane

• 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: N-(2-Nitrobenzoyl)azacycloheptane
• 英文别名: 1-(2-Nitrobenzoyl)azepane；azepan-1-yl-(2-nitrophenyl)methanone
• 化学式: C₁₃H₁₆N₂O₃
• mdl: MFCD00596362
• 分子量: 248.282
• InChiKey: GPWWPUJHEXVVNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-Nitrobenzoyl)azacycloheptane 在 十二羰基三钌 一氧化碳 作用下， 以 1,4-二氧六环 为溶剂， 200.0 ℃ 、4.05 MPa 条件下， 反应 16.0h， 以9%的产率得到7,8,9,10-四氢氮杂卓并(2,1-b)喹唑啉-12(6H)-酮
  参考文献：
  名称：

  Transition-metal complex-catalyzed reductive N-heterocyclization: synthesis of 4(3H)-quinazolinone derivatives from N-(2-nitrobenzoyl)amides

  摘要：

  Several ruthenium and platinum complexes smoothly catalyze the reductive N-heterocyclization of N-(2-nitrobenzoyl)amides under carbon monoxide pressure to afford the corresponding 4(3H)-quinazolinone derivatives, including some quinazolinone alkaloids, in good yields.

  DOI：

  10.1021/jo00054a008
• 作为产物：
  描述：

  环己亚胺 、 邻硝基苯甲醛 在 双氧水 作用下， 反应 3.0h， 以70%的产率得到N-(2-Nitrobenzoyl)azacycloheptane
  参考文献：
  名称：

  Supported cobalt oxide nanoparticles as efficient catalyst in esterification and amidation reactions

  摘要：

  Co/SBA-15 nanoparticle catalysts (CoNP) were prepared using a commonly adapted synthetic route and then utilised for esterification and amidation reactions using aromatic and linear chain compounds for the production of long chain esters and amides. The study shows that the use of CoNP catalysts favours the use of aromatic reactants with electron donating substituents specifically in the para position. For the amidation reaction, good to excellent yields were obtained demonstrating tolerance towards differently substituted aromatic compounds. Overall, the synthesized catalysts proved to be efficient and highly versatile, and recyclable under the investigated conditions. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2014.09.044

文献信息

• Supported cobalt oxide nanoparticles as efficient catalyst in esterification and amidation reactions
  作者：Fatemeh Rajabi、Mojdeh Raessi、Rick A.D. Arancon、Mohammad Reza Saidi、Rafael Luque

  DOI：10.1016/j.catcom.2014.09.044

  日期：2015.1

  Co/SBA-15 nanoparticle catalysts (CoNP) were prepared using a commonly adapted synthetic route and then utilised for esterification and amidation reactions using aromatic and linear chain compounds for the production of long chain esters and amides. The study shows that the use of CoNP catalysts favours the use of aromatic reactants with electron donating substituents specifically in the para position. For the amidation reaction, good to excellent yields were obtained demonstrating tolerance towards differently substituted aromatic compounds. Overall, the synthesized catalysts proved to be efficient and highly versatile, and recyclable under the investigated conditions. (C) 2014 Elsevier B.V. All rights reserved.
• Transition-metal complex-catalyzed reductive N-heterocyclization: synthesis of 4(3H)-quinazolinone derivatives from N-(2-nitrobenzoyl)amides
  作者：Motohiro Akazome、Teruyuki Kondo、Yoshihisa Watanabe

  DOI：10.1021/jo00054a008

  日期：1993.1

  Several ruthenium and platinum complexes smoothly catalyze the reductive N-heterocyclization of N-(2-nitrobenzoyl)amides under carbon monoxide pressure to afford the corresponding 4(3H)-quinazolinone derivatives, including some quinazolinone alkaloids, in good yields.