4-(3-methoxyphenyl)-3,4-dihydro-1H-quinoline-2,5,8-trione | 188774-19-8

• 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: 4-(3-methoxyphenyl)-3,4-dihydro-1H-quinoline-2,5,8-trione
• CAS: 188774-19-8
• 化学式: C₁₆H₁₃NO₄
• 分子量: 283.284
• InChiKey: YYGIYEHWBTVKPN-UHFFFAOYSA-N

物化性质

• 沸点：
  540.0±50.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  72.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3-methoxyphenyl)-3,4-dihydro-1H-quinoline-2,5,8-trione 在 氧气 作用下， 以 乙腈 为溶剂， 反应 4.0h， 生成 4-(3-Methoxy-phenyl)-7-methyl-3,4-dihydro-1H-pyrido[3,2-g]quinoline-2,5,10-trione
  参考文献：
  名称：

  Synthesis and reactivity of Michael adducts of lithiated 2,5-dimethoxy-N-pivaloylanilines and arylidenemalonates

  摘要：

  Michael addition of lithiated 2,5-dimethoxypivaloylaniline to diisopropyl arylidenmaionates, followed by acid cyclization, affords 5,8-dimethoxy-4-aryl-3,4-dihydro-2(1H)quinolinines (5). These compounds are very inert to the 3,4-dehydrogenation, but were easily transformed to 4-aryl-3,4-dihydro-(1H)quinoline-2,5,8-triones (10) which, through Diels-Alder heterocyclization, gave 4-aryl-3,4-dihydro- 1,8-diazaanthracene-2,9,10-triones (16). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00034-3
• 作为产物：
  描述：

  2',5'-Dimethoxy-N-pivaloylaniline 在 盐酸 、 silver(II) oxide 、 正丁基锂 、 硝酸 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 25.33h， 生成 4-(3-methoxyphenyl)-3,4-dihydro-1H-quinoline-2,5,8-trione
  参考文献：
  名称：

  Synthesis and reactivity of Michael adducts of lithiated 2,5-dimethoxy-N-pivaloylanilines and arylidenemalonates

  摘要：

  Michael addition of lithiated 2,5-dimethoxypivaloylaniline to diisopropyl arylidenmaionates, followed by acid cyclization, affords 5,8-dimethoxy-4-aryl-3,4-dihydro-2(1H)quinolinines (5). These compounds are very inert to the 3,4-dehydrogenation, but were easily transformed to 4-aryl-3,4-dihydro-(1H)quinoline-2,5,8-triones (10) which, through Diels-Alder heterocyclization, gave 4-aryl-3,4-dihydro- 1,8-diazaanthracene-2,9,10-triones (16). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00034-3

文献信息

• Synthesis and reactivity of Michael adducts of lithiated 2,5-dimethoxy-N-pivaloylanilines and arylidenemalonates
  作者：Pedro Ferrer、Carmen Avendaño、Mónica Söllhuber

  DOI：10.1016/s0040-4020(97)00034-3

  日期：1997.3

  Michael addition of lithiated 2,5-dimethoxypivaloylaniline to diisopropyl arylidenmaionates, followed by acid cyclization, affords 5,8-dimethoxy-4-aryl-3,4-dihydro-2(1H)quinolinines (5). These compounds are very inert to the 3,4-dehydrogenation, but were easily transformed to 4-aryl-3,4-dihydro-(1H)quinoline-2,5,8-triones (10) which, through Diels-Alder heterocyclization, gave 4-aryl-3,4-dihydro- 1,8-diazaanthracene-2,9,10-triones (16). (C) 1997 Elsevier Science Ltd.