6-ethyl-4,5-dioxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxaldehyde

• 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: 6-ethyl-4,5-dioxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxaldehyde
• 英文别名: 6-ethyl-4,5-dioxopyrano[3,2-c]quinoline-3-carbaldehyde
• 化学式: C₁₅H₁₁NO₄
• 分子量: 269.257
• InChiKey: WZRHCOHBPYIVSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-ethyl-4,5-dioxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxaldehyde 在 吡啶 作用下， 以 乙醇 、 水 为溶剂， 反应 0.75h， 生成 1-ethyl-4-hydroxy-3-(1H-pyrazol-4-ylcarbonyl)quinolin-2(1H)-one
  参考文献：
  名称：

  6-Ethyl-4,5-dioxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxaldehyde 对一些亲核试剂的反应性

  摘要：

  6-Ethy1-4,5-dioxo-5,6-dihydro-4H-pyrano [3,2-c]quinoline-3-carbox-aldehyde (1) was prepared and utilized as a starting material. Carboxaldehyde 1 was subjected to react with a diversity of carbon nucleophiles producing a variety of condensation products as well as heterocyclic rings linked pyrano[3,2-c]quinolines. Also, reaction of carboxaldehyde 1 with p-toluidine, heterocyclic amines and some hydrazine derivatives produced a variety of products. The structures of the new synthesized products were deduced on the basis of their analytical and spectral data.

  DOI：

  10.3987/com-20-14270
• 作为产物：
  描述：

  3-acetyl-4-hydroxy-6-ethylpyrano[3,2-c]quinoline-2,5(6H)-ione 在 sodium hydroxide 、 三氯氧磷 作用下， 反应 1.0h， 生成 6-ethyl-4,5-dioxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxaldehyde
  参考文献：
  名称：

  El-Taweel; Sowellim; Elagamey, Bollettino Chimico Farmaceutico, 1998, vol. 137, # 8, p. 325 - 333

  摘要：

  DOI：

文献信息

• Substituted quinolinones, Part 23. Synthesis of 6-ethyl-4,5-dioxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxaldehyde and its chemical behavior towards hydroxylamine hydrochloride
  作者：Magdy A. Ibrahim、Hany M. Hassanin、Mohamed Abbas、Shimaa Badran

  DOI：10.3998/ark.5550190.p008.265

  日期：——

  The synthesis of novel 6-ethyl-4,5-dioxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxaldehyde is described via Vilsmeier-Haack reaction of 3-acetyl-1-ethyl-4-hydroxyquinolin2(1H)-one. The reaction of titled aldehyde with hydroxylamine hydrochloride, under different conditions, revealed its distinctive chemical behavior and a variety of products were obtained. This study revealed existence of ring-opening

  通过 3-乙酰基-1-乙基的 Vilsmeier-Haack 反应描述了新型 6-乙基-4,5-二氧-5,6-二氢-4H-吡喃并[3,2-c]喹啉-3-甲醛的合成-4-羟基喹啉2(1H)-一。标题醛与盐酸羟胺在不同条件下的反应显示出其独特的化学行为并获得了多种产物。该研究揭示了在乙酸和/或乙醇氢氧化钾中用盐酸羟胺处理时存在开环闭环 (RORC)。新产品的结构是根据它们的分析和光谱数据推导出来的。
• Production, optical characterization and DFT analysis of a nanofiber structure of a new pyridinylcarbonylquinoline: Synthesis and photovoltaic application
  作者：N. Roushdy、Al-Shimaa Badran、Shimaa Abdel Halim、A.A.M. Farag、Magdy A. Ibrahim

  DOI：10.1016/j.molstruc.2022.133846

  日期：2022.12
• A new hybrid structure based Pyranoquinoline-Pyridine derivative: Synthesis, optical properties, theoretical analysis, and photodiode applications
  作者：Shimaa Abdel Halim、Al-Shimaa Badran、N. Roushdy、Emad M. Ahmed、Magdy A. Ibrahim、A.A.M. Farag

  DOI：10.1016/j.molstruc.2023.136233

  日期：2023.12
• El-Taweel; Sowellim; Elagamey, Bollettino Chimico Farmaceutico, 1998, vol. 137, # 8, p. 325 - 333
  作者：El-Taweel、Sowellim、Elagamey

  DOI：——

  日期：——
• Reactivity of 6-Ethyl-4,5-dioxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxaldehyde towards Some Nucleophilic Reagents
  作者：Magdy A. Ibrahim、Mohamed Abass、Hany M. Hassanin、Al-Shimaa Badran

  DOI：10.3987/com-20-14270

  日期：——

  6-Ethy1-4,5-dioxo-5,6-dihydro-4H-pyrano [3,2-c]quinoline-3-carbox-aldehyde (1) was prepared and utilized as a starting material. Carboxaldehyde 1 was subjected to react with a diversity of carbon nucleophiles producing a variety of condensation products as well as heterocyclic rings linked pyrano[3,2-c]quinolines. Also, reaction of carboxaldehyde 1 with p-toluidine, heterocyclic amines and some hydrazine derivatives produced a variety of products. The structures of the new synthesized products were deduced on the basis of their analytical and spectral data.