3-hydroxy-1-ethyl-4-(1-methylallyl)-quinolin-2(1H)-one | 918785-20-3

• 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: 3-hydroxy-1-ethyl-4-(1-methylallyl)-quinolin-2(1H)-one
• 英文别名: 4-(But-3-en-2-yl)-1-ethyl-3-hydroxyquinolin-2(1H)-one；4-but-3-en-2-yl-1-ethyl-3-hydroxyquinolin-2-one
• CAS: 918785-20-3
• 化学式: C₁₅H₁₇NO₂
• 分子量: 243.305
• InChiKey: NQEDGTDDMPNLPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-hydroxy-1-ethyl-4-(1-methylallyl)-quinolin-2(1H)-one 在 碘 、 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以45%的产率得到2,3-dihydro-6-ethyl-1-methyl-2-iodo-2H-pyrano[2,3-c]quinolin-5-one
  参考文献：
  名称：

  Effect of Substitution in Stannic Chloride–Mediated Heterocyclization of 4‐Allyl‐3‐hydroxyquinolin‐2(1H)‐ones

  摘要：

  Effect of substituents at the allylic position in a stannic chloride - iodine mediated heterocyclization of 4-allyl-3-hydroxyquinolin-2(1H)- ones for the regioselective formation of five- and six-membered heterocyclic rings has been rationalized by the application of restricted Hatree - Fock calculation.

  DOI：

  10.1080/00397910600908892
• 作为产物：
  描述：

  3-(but-2-en-1-yloxy)-1-ethylquinolin-2(1H)-one 以 氯苯 为溶剂， 以90%的产率得到3-hydroxy-1-ethyl-4-(1-methylallyl)-quinolin-2(1H)-one
  参考文献：
  名称：

  Effect of Substitution in Stannic Chloride–Mediated Heterocyclization of 4‐Allyl‐3‐hydroxyquinolin‐2(1H)‐ones

  摘要：

  Effect of substituents at the allylic position in a stannic chloride - iodine mediated heterocyclization of 4-allyl-3-hydroxyquinolin-2(1H)- ones for the regioselective formation of five- and six-membered heterocyclic rings has been rationalized by the application of restricted Hatree - Fock calculation.

  DOI：

  10.1080/00397910600908892

文献信息

• Effect of Substitution in Stannic Chloride–Mediated Heterocyclization of 4‐Allyl‐3‐hydroxyquinolin‐2(1<i>H</i>)‐ones
  作者：K. C. Majumdar、N. Kundu

  DOI：10.1080/00397910600908892

  日期：2006.10.1

  Effect of substituents at the allylic position in a stannic chloride - iodine mediated heterocyclization of 4-allyl-3-hydroxyquinolin-2(1H)- ones for the regioselective formation of five- and six-membered heterocyclic rings has been rationalized by the application of restricted Hatree - Fock calculation.