10,10-dimethyl-7-(4-nitrophenyl)-7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one | 117358-63-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 10,10-dimethyl-7-(4-nitrophenyl)-7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one
• 英文别名: 10,10-dimethyl-7-(4-nitrophenyl)-9,10,11,12-tetrahydrobenzo[c]acridin-8(7H)-one；3,3-dimethyl-9-(4-nitrophenyl)-1,2,3,4,9,10-hexahydrobenzo[c]acridine-1-one；7-(4-Nitrophenyl)-10,10-dimethyl-7,10,11,12-tetrahydrobenzo[c]acridine-8(9H)-one；10,10-dimethyl-7-(4-nitrophenyl)-7,9,11,12-tetrahydronaphtho[1,2-b]quinolin-8-one
• CAS: 117358-63-1
• 化学式: C₂₅H₂₂N₂O₃
• 分子量: 398.461
• InChiKey: JLZCVOCDMKGQBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  10,10-dimethyl-7-(4-nitrophenyl)-7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one 以 氯仿 为溶剂， 反应 0.17h， 以65%的产率得到10,10-Dimethyl-7-(4-nitro-phenyl)-10,11-dihydro-9H-benzo[c]acridin-8-one
  参考文献：
  名称：

  Cortes, Eduardo; Martinez, Roberto; Avila, J. Gustavo, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 895 - 899

  摘要：

  DOI：
• 作为产物：
  描述：

  1-萘胺 、 对硝基苯甲醛 、 5,5-二甲基-1,3-环己二酮 在 L-脯氨酸 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以95%的产率得到10,10-dimethyl-7-(4-nitrophenyl)-7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one
  参考文献：
  名称：

  l-Proline-catalysed one-pot synthesis of tetrahydrobenzo[c]acridin-8(7H)-ones at room temperature

  摘要：

  事实证明，乙醇中只有 10 摩尔的 l-脯氨酸是一种非常有效的催化剂，可在室温下一次合成多种高取代的四氢苯并[c]吖啶-8(7H)-酮。该工艺的主要优点是产率高、催化剂成本低、易于操作，而且产品可直接从热乙醇中重结晶。

  DOI：

  10.1016/j.crci.2011.12.001

文献信息

• An efficient one-pot synthesis of polyhydrobenzoacridine-1-one derivatives under microwave irradiation without catalyst
  作者：Shujiang Tu、Runhong Jia、Bo Jiang、Yan Zhang、Junyong Zhang

  DOI：10.1002/jhet.5570430629

  日期：2006.11

  A series of 3,3-dimethyl-9-substituted-1,2,3,4,9,10-hexahydrobenzo[c] acridine-1-ones and 3,3-dimethyl-9-substituted-1,2,3,4,9,10-hexahydrobenzo[a] acridine-1-ones were synthesized by the reaction of an aldehyde, α-naphthylamine or β-naphthylamine and dimedone under microwave irradiation with short times and high yields.

  一系列3,3-二甲基-9-取代的1,2,3,4,9,10-六氢苯并[ c ] a啶-1-酮和3,3-二甲基-9-取代的1,2,3通过醛，α-萘胺或β-萘胺与二甲酮在微波辐射下短时间，高收率反应合成了4,9,10-六氢苯并[ a ] a啶-1-酮。
• Ultrasound-Promoted One-Pot Synthesis of 7-Aryl-7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one Derivatives
  作者：Hongjun Zang、Yong Zhang、Yingming Mo、Bowen Cheng

  DOI：10.1080/00397911.2010.517610

  日期：2011.11.1

  A series of 7-aryl-7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one derivatives were synthesized via the three-component coupling from aromatic aldehydes, 1-naphthylamine, and 5,5-dimethylcyclohexane-1,3-dione catalyzed by stannous chloride dihydrate (SnCl2 center dot 2H(2)O) under ultrasonic irradiation at room temperature. The products were isolated in good yields within short reaction times.
• An efficient ultrasound-promoted method for the one-pot synthesis of 7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one derivatives
  作者：Hongjun Zang、Yong Zhang、Yaping Zang、Bo-Wen Cheng

  DOI：10.1016/j.ultsonch.2009.11.003

  日期：2010.3

  A new, efficient and general method for preparation of 7,10,11,12-tetrahydrobenzo[c]acridin-8(9H)-one derivatives using ultrasound irradiation is reported. Under ultrasound, the reaction time is short, the yields are high and the reaction conditions are mild. (c) 2009 Elsevier B.V. All rights reserved.
• CORTES, EDUARDO;MARTINEZ, ROBERTO;AVILA, J. GUSTAVO;TOSCANO, R. ALFREDO, J. HETEROCYCL. CHEM., 25,(1988) N 3, C. 895-899
  作者：CORTES, EDUARDO、MARTINEZ, ROBERTO、AVILA, J. GUSTAVO、TOSCANO, R. ALFREDO

  DOI：——

  日期：——