5-methyl-7,8-quinolinedione | 15463-06-6

• 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: 5-methyl-7,8-quinolinedione
• 英文别名: 5-Methyl-chinolin-chinon-(7,8)；5-methyl-quinoline-7,8-dione；5-Methylquinoline-7,8-dione；5-methylquinoline-7,8-dione
• CAS: 15463-06-6
• 化学式: C₁₀H₇NO₂
• 分子量: 173.171
• InChiKey: XFOBUUPDCBMMJL-UHFFFAOYSA-N

物化性质

• 沸点：
  333.2±42.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  47
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methyl-7,8-quinolinedione 、 乙氧甲酰基亚甲基三苯基膦 以 二氯甲烷 为溶剂， 反应 2.0h， 以47%的产率得到ethyl 5-methyl-8-oxo-8H-pyrano[2,3-h]quinoline-10-carboxylate
  参考文献：
  名称：

  Synthesis of novel pyridocoumarins and benzo-fused 6-azacoumarins

  摘要：

  Benzo[7,8]-fused 6-azacoumarins are prepared from 4-quinolinol by treatment with PPh3 and DMAD, or from 3-formyl-4-quinolinol by Wittig reaction with carbalkoxyalkylidene(triphenyl) phosphoranes. Angular pyridocoumarins are prepared from 8- or 6-quinolinols with PPh3 and DMAD, or from the reactions of 5,6- or 7,8-quinolinediones with carbalkoxymethylene(triphenyl) phosphoranes. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.05.102
• 作为产物：
  描述：

  8-羟基-5-甲基喹啉 在 potassium nitrososulfonate 作用下， 生成 5-methyl-7,8-quinolinedione
  参考文献：
  名称：

  Synthesis of novel pyridocoumarins and benzo-fused 6-azacoumarins

  摘要：

  Benzo[7,8]-fused 6-azacoumarins are prepared from 4-quinolinol by treatment with PPh3 and DMAD, or from 3-formyl-4-quinolinol by Wittig reaction with carbalkoxyalkylidene(triphenyl) phosphoranes. Angular pyridocoumarins are prepared from 8- or 6-quinolinols with PPh3 and DMAD, or from the reactions of 5,6- or 7,8-quinolinediones with carbalkoxymethylene(triphenyl) phosphoranes. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.05.102

文献信息

• Synthesis of novel pyridocoumarins and benzo-fused 6-azacoumarins
  作者：Evangelia Galariniotou、Vakis Fragos、Aristea Makri、Konstantinos E. Litinas、Demetrios N. Nicolaides

  DOI：10.1016/j.tet.2007.05.102

  日期：2007.8

  Benzo[7,8]-fused 6-azacoumarins are prepared from 4-quinolinol by treatment with PPh3 and DMAD, or from 3-formyl-4-quinolinol by Wittig reaction with carbalkoxyalkylidene(triphenyl) phosphoranes. Angular pyridocoumarins are prepared from 8- or 6-quinolinols with PPh3 and DMAD, or from the reactions of 5,6- or 7,8-quinolinediones with carbalkoxymethylene(triphenyl) phosphoranes. (c) 2007 Elsevier Ltd. All rights reserved.