5,8-Dimethoxy-4-(4-methoxy-phenyl)-3,4-dihydro-1H-quinolin-2-one | 188774-09-6

• 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: 5,8-Dimethoxy-4-(4-methoxy-phenyl)-3,4-dihydro-1H-quinolin-2-one
• 英文别名: 5,8-dimethoxy-4-(4-methoxyphenyl)-3,4-dihydro-1H-quinolin-2-one
• CAS: 188774-09-6
• 化学式: C₁₈H₁₉NO₄
• 分子量: 313.353
• InChiKey: WOWYVXHNWKZKGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,8-Dimethoxy-4-(4-methoxy-phenyl)-3,4-dihydro-1H-quinolin-2-one 在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 1.5h， 生成
  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-[[2-(2,2-Dimethyl-propionylamino)-3,6-dimethoxy-phenyl]-(4-methoxy-phenyl)-methyl]-malonic acid diisopropyl ester 在 盐酸 、 溶剂黄146 作用下， 反应 12.0h， 以59%的产率得到5,8-Dimethoxy-4-(4-methoxy-phenyl)-3,4-dihydro-1H-quinolin-2-one
  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