1,4-dimethyl-2,3-dioxo-6-methoxy-1,2,3,4-tetrahydroquinoxaline | 60729-19-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1,4-dimethyl-2,3-dioxo-6-methoxy-1,2,3,4-tetrahydroquinoxaline
• 英文别名: 1,4-Dimethyl-6-methoxychinoxalin-2,3-dion；6-methoxy-1,4-dimethyl-1,4-dihydro-quinoxaline-2,3-dione；6-Methoxy-1,4-dimethyl-1,4-dihydro-chinoxalin-2,3-dion；1,4-Dimethyl-6-methoxyquinoxaline-2,3-dione；6-methoxy-1,4-dimethylquinoxaline-2,3-dione
• CAS: 60729-19-3
• 化学式: C₁₁H₁₂N₂O₃
• 分子量: 220.228
• InChiKey: OVSOKTJZKACWKR-UHFFFAOYSA-N

物化性质

• 熔点：
  182-183 °C(Solv: ethanol (64-17-5))
• 沸点：
  373.1±44.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  硫酸二甲酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 生成 1,4-dimethyl-2,3-dioxo-6-methoxy-1,2,3,4-tetrahydroquinoxaline
  参考文献：
  名称：

  275.合成抗疟药。第XL部分。2-氯-3 - β-二乙基氨基乙基氨基喹喔啉中取代基变化的影响

  摘要：

  DOI：

  10.1039/jr9490001271

文献信息

• Synthesis of Quinoxaline Derivatives Bearing the Styryl and Phenylethynyl Groups and Application to a Fluorescence Derivatization Reagent
  作者：Akira Katoh、Tohru Yoshida、Junko Ohkanda

  DOI：10.3987/com-99-s61

  日期：——

  The cross-coupling of 2-chloro-6-methoxycarbonyl-3-methylquinoxaline (2) and 3-chloro-7-methoxy-1-methylquinoxalin-2(1H)-one (7) with phenylacetylene in the presence of Pd(PPh3)(4) gave 6-methoxycarbonyl-3-methyl-2-phenylethynylquinoxaline (3) and 7-methoxy-1-methyl-3-(4-methoxycarbonyl)phenylethynylquinoxalin-2(1H)-one (9), respectively. Compounds (3 and 9) were further converted into the corresponding olefinic compounds, 6-methoxycarbonyl-3-methyl-2-styrylquinoxaline (4) and 7-methoxy-1-methyl-3-(4-methoxycarbonyl)styrylquinoxalin-2(1H)-one (10), by partial hydrogenation on palladium catalysts such as Lindlar catalyst and Pd/BaSO4-quinoline, but the conformation of the resulting olefins was unexpectedly E-form. These quinoxaline derivatives showed fluorescent emission bands at a range from 398 to 467 nm in MeCN when the excitation wavelength of 353-405 nm was applied. Further, 3-(4-chlorocarbonyl)phenylethynyl-7-methoxy-1-methylquinoxalin-2(1H)-one (12) was demonstrated to be applicable to a fluorescence derivatization reagent for amines.
• TSIZIN YU. S.; CHERNYAK S. A., XIMIYA GETEROTSIKL. SOEDIN. <KGSS-AQ>, 1976, HO 7, 982-985
  作者：TSIZIN YU. S.、 CHERNYAK S. A.

  DOI：——

  日期：——
• 275. Synthetic antimalarials. Part XL. The effect of variation of substituents in 2-chloro-3-β-diethylaminoethylaminoquinoxaline
  作者：F. H. S. Curd、D. G. Davey、G. J. Stacey

  DOI：10.1039/jr9490001271

  日期：——