9-methylamino-5,6-dihydro-4H-benzopyrano<2,3-b>quinolizin-8,11-dione

• 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: 9-methylamino-5,6-dihydro-4H-benzopyrano<2,3-b>quinolizin-8,11-dione
• 英文别名: 6-(Methylamino)-3-oxa-9-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2(7),5,13(17),14-pentaene-4,8-dione；6-(methylamino)-3-oxa-9-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2(7),5,13(17),14-pentaene-4,8-dione
• 化学式: C₁₆H₁₄N₂O₃
• 分子量: 282.299
• InChiKey: XCYCOCHCYJXZAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  9-hydroxy-8,11-dioxo-5,6,8,11-tetrahydro-4H-benzopyrano<2,3-b>quinolizine 、 1,3-二甲基脲 在 盐酸甲胺 作用下， 反应 1.0h， 以53%的产率得到9-methylamino-5,6-dihydro-4H-benzopyrano<2,3-b>quinolizin-8,11-dione
  参考文献：
  名称：

  Syntheses of 3-Acyl-4-hydroxy-2(1H)quinolones

  摘要：

  3-Acyl-4-hydroxy-2(1H)-quinolones 5 are obtained by hydrolytic ring opening and subsequent decarboxylation from the corresponding pyrano[3,2-c]quinolin-2,5(6H)-diones 4, which in turn are easily obtained from 1:2 condensation of anilines 1 with diethyl malonate 2a or 1:1 condensation of diethyl alkyl- or arylmalonates 2b-e with 4-hydroxy-2(1H)-quinolones 3. Nitropyranoquinolinediones 6 furnish after ringopening 3-nitroacetyl-4-hydroxy-2(1H)quinolones 8. Pyranoquinolines 7 and 9 with acetyl- or aminosubstituents are hydrolyzed during basic ringopening to yield 5.

  DOI：

  10.1002/prac.19943360707

文献信息

• Syntheses of 3-Acyl-4-hydroxy-2(1H)quinolones
  作者：Thomas Kappe、Rudolf Aigner、Peter Hohengassner、Wolfgang Stadlbauer

  DOI：10.1002/prac.19943360707

  日期：——

  3-Acyl-4-hydroxy-2(1H)-quinolones 5 are obtained by hydrolytic ring opening and subsequent decarboxylation from the corresponding pyrano[3,2-c]quinolin-2,5(6H)-diones 4, which in turn are easily obtained from 1:2 condensation of anilines 1 with diethyl malonate 2a or 1:1 condensation of diethyl alkyl- or arylmalonates 2b-e with 4-hydroxy-2(1H)-quinolones 3. Nitropyranoquinolinediones 6 furnish after ringopening 3-nitroacetyl-4-hydroxy-2(1H)quinolones 8. Pyranoquinolines 7 and 9 with acetyl- or aminosubstituents are hydrolyzed during basic ringopening to yield 5.