1-methyl-6-(prop-2-enylamino)quinolin-2-one | 1073539-22-6

• 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: 1-methyl-6-(prop-2-enylamino)quinolin-2-one
• CAS: 1073539-22-6
• 化学式: C₁₃H₁₄N₂O
• 分子量: 214.267
• InChiKey: VCHDCSBUDDSPTF-UHFFFAOYSA-N

物化性质

• 沸点：
  367.2±42.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  34.03
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-methyl-6-(prop-2-enylamino)quinolin-2-one 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 2.25h， 生成 2-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yl)-2,3-dihydroisothiazole-1,1-dioxide
  参考文献：
  名称：

  Synthesis of Sultams by Ring-Closing Metathesis

  摘要：

  Synthesis of a series of five-membered sultams containing different hetero- or carbocycles were obtained in good to excellent yields by ring-closing metathesis (RCM) reaction. Many sultams were precipitated from the reaction mixture and they were easily separated by filtration without further purification.

  DOI：

  10.1055/s-0033-1340360
• 作为产物：
  描述：

  在 硫酸 、 溶剂黄146 作用下， 生成 1-methyl-6-(prop-2-enylamino)quinolin-2-one
  参考文献：
  名称：

  New Efficient RCM-Mediated Synthesis of Pyrrolidine Derivatives

  摘要：

  Fast and effective ring-closing olefin metathesis (RCM) of diallyamine derivatives of coumarin, quinolone, pyridine, and substituted benzene, using first-generation RCM ruthenium-based catalyst, leads to corresponding pyrrolidine derivatives in 70-95% yields under very mild conditions.

  DOI：

  10.1080/00397910802109240

文献信息

• Copper(II) Acetate Promoted Intramolecular Carboamination of Alkenes: An Efficient Synthesis of Pentacyclic Sultams
  作者：K. Majumdar、Abu Taher、Raj Nandi

  DOI：10.1055/s-0029-1219819

  日期：2010.6

  Copper(II) acetate promoted intramolecular carboamination reactions of 5-allyl-N-sulfonylated coumarins and quinolones have been described. The hitherto unreported pentacyclic sultams, obtained by the oxidative cyclization in high yields, are potential intermediates in the synthesis of nitrogen-containing heterocyclic compounds.

  乙酸铜 (II) 促进 5-烯丙基-N-磺酰化香豆素和喹诺酮的分子内碳胺化反应已被描述。迄今为止未报道的五环磺内酰胺通过氧化环化以高产率获得，是合成含氮杂环化合物的潜在中间体。
• Efficient and Short Route for the Regioselective Synthesis of Highly Substituted, Angularly Fused Furano-, Pyrano-, and Pyrrolocoumarin/Quinolone Derivatives by Metal-Mediated Cyclization
  作者：K. C. Majumdar、Shovan Mondal、Buddhadeb Chattopadhyay

  DOI：10.1080/00397910903219559

  日期：2010.6.25

  A one-step efficacious method for the construction of a variety of substituted furano-, pyrano-, and pyrrolocoumarins and pyrroloquinolones in good to excellent yields has been developed.

  已经开发出一种一步有效的方法来构建各种取代的呋喃基、吡喃基和吡咯香豆素以及吡咯并喹诺酮类，其产率很高。
• Palladium-Mediated Direct Synthesis of N-Substituted 4-Methyl- and 4-Ethylisoquinolone Derivatives
  作者：Krishna Majumdar、Santanu Chakravorty、Krishanu Ray

  DOI：10.1055/s-2008-1067244

  日期：2008.9

  N-Substituted 4-methyl- and 4-ethylisoquinolone derivatives are prepared from different N-allylbenzamide derivatives in a single step through a ligand-free palladium-mediated intramolecular Heck cyclization.

  N-取代的 4-甲基和 4-乙基异喹诺酮衍生物由不同的 N-烯丙基苯甲酰胺衍生物通过无配体钯介导的分子内 Heck 环化一步制备而成。
• Corrigendum
  作者：Majumdar、Mondal, Shovan、Chattopadhyay, Buddhadeb

  DOI：10.1080/00397911.2010.534664

  日期：2010.11.3
• 10.1055/3-0028-1083311
  作者：Majumdar, Krishna C.、Chakravorty, Santanu、Shyam, Pranab Kr、Taher, Abu

  DOI：10.1055/3-0028-1083311

  日期：——