2-allylsulfanyl-3-formyl-7-methylquinoline | 247256-97-9

• 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: 2-allylsulfanyl-3-formyl-7-methylquinoline
• 英文别名: 7-Methyl-2-prop-2-enylsulfanylquinoline-3-carbaldehyde
• CAS: 247256-97-9
• 化学式: C₁₄H₁₃NOS
• 分子量: 243.329
• InChiKey: JGURUTLCSCCXMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  55.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-allylsulfanyl-3-formyl-7-methylquinoline 在 sodium hypochlorite 、 盐酸羟胺 、 碳酸氢钠 作用下， 以 氯仿 、 水 为溶剂， 反应 3.5h， 生成 3a,4-dihydro-8-methyl-3H-isoxazolo(c-4,3)thiapyrano(5,6-3,2)-quinoline
  参考文献：
  名称：

  Synthesis of 3a,4-Dihydro-8-substituted-3H-isoxazolo [c-4,3]thiapyrano[5,6-3,2]quinolines

  摘要：

  Condensation of 2-chloro-3-formylquinoline 1a-c with allylthiol 2 afforded 2-allysulfanyl-3-formylquinolines 3a-c, Oximation followed by oxidation of 3a-c with NaOCl or chloramine-T, in cold or mercuric acetate resulted in the formation of respective nitrile oxides, which underwent insitu intramolecular 1,3-dipolar cycloaddition reaction and afforded the title compounds 5a-c in high yield.

  DOI：

  10.1080/00397919908085980
• 作为产物：
  描述：

  2-氯-7-甲基-3-喹啉甲醛 、 烯丙硫醇 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以75%的产率得到2-allylsulfanyl-3-formyl-7-methylquinoline
  参考文献：
  名称：

  Synthesis of 3a,4-Dihydro-8-substituted-3H-isoxazolo [c-4,3]thiapyrano[5,6-3,2]quinolines

  摘要：

  Condensation of 2-chloro-3-formylquinoline 1a-c with allylthiol 2 afforded 2-allysulfanyl-3-formylquinolines 3a-c, Oximation followed by oxidation of 3a-c with NaOCl or chloramine-T, in cold or mercuric acetate resulted in the formation of respective nitrile oxides, which underwent insitu intramolecular 1,3-dipolar cycloaddition reaction and afforded the title compounds 5a-c in high yield.

  DOI：

  10.1080/00397919908085980

文献信息

• Synthesis of 3a,4-Dihydro-8-substituted-3H-isoxazolo [c-4,3]thiapyrano[5,6-3,2]quinolines
  作者：B. Prabhuswamy、Sarvottam Y. Ambekar

  DOI：10.1080/00397919908085980

  日期：1999.10

  Condensation of 2-chloro-3-formylquinoline 1a-c with allylthiol 2 afforded 2-allysulfanyl-3-formylquinolines 3a-c, Oximation followed by oxidation of 3a-c with NaOCl or chloramine-T, in cold or mercuric acetate resulted in the formation of respective nitrile oxides, which underwent insitu intramolecular 1,3-dipolar cycloaddition reaction and afforded the title compounds 5a-c in high yield.