1-allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbaldehyde | 1226970-51-9

• 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: 1-allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbaldehyde
• 英文别名: 4-hydroxy-2-oxo-1-prop-2-enylquinoline-3-carbaldehyde
• CAS: 1226970-51-9
• 化学式: C₁₃H₁₁NO₃
• 分子量: 229.235
• InChiKey: PEXBMHSRMOLRSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbaldehyde 、 5-氯-2-甲氧基苯胺 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 5.0h， 生成 1-allyl-3-(5-chloro-2-methoxyphenylaminomethylene)quinoline-2,4-(1H,3H)-dione 、 1-allyl-3-(5-chloro-2-methoxyphenylaminomethylene)quinoline-2,4-(1H,3H)-dione
  参考文献：
  名称：

  4-hydroxy-2-quinolones. 169*. synthesis and bromination of 1-allyl-3-(arylamino-methylene)quinoline-2,4-(1h,3h)-diones

  摘要：

  Bromination of 1-allyl-substituted 3-(arylaminomethylene)quinoline-2,4-(1H,3H)-diones with one equivalent of molecular bromine in glacial acetic acid and subsequent dilution of the reaction mixture with water is accompanied by halocyclization and hydrolysis to form 2-bromomethyl-5-oxo-1,2 dihydro-5H- oxazolo[3,2-a]quinoline-4-carbaldehyde.

  DOI：

  10.1007/s10593-010-0412-6
• 作为产物：
  描述：

  1-allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid β-N-tosylhydrazide 在 sodium carbonate 、 乙二醇 作用下， 以94%的产率得到1-allyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbaldehyde
  参考文献：
  名称：

  4-hydroxy-2-quinolones. 169*. synthesis and bromination of 1-allyl-3-(arylamino-methylene)quinoline-2,4-(1h,3h)-diones

  摘要：

  Bromination of 1-allyl-substituted 3-(arylaminomethylene)quinoline-2,4-(1H,3H)-diones with one equivalent of molecular bromine in glacial acetic acid and subsequent dilution of the reaction mixture with water is accompanied by halocyclization and hydrolysis to form 2-bromomethyl-5-oxo-1,2 dihydro-5H- oxazolo[3,2-a]quinoline-4-carbaldehyde.

  DOI：

  10.1007/s10593-010-0412-6