3-ethanesulfonyl-4(1H)-quinolinone | 1311194-97-4

• 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-ethanesulfonyl-4(1H)-quinolinone
• 英文别名: 3-ethylsulfonyl-1H-quinolin-4-one
• CAS: 1311194-97-4
• 化学式: C₁₁H₁₁NO₃S
• 分子量: 237.279
• InChiKey: OJNILZJQTLQGRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溴乙烷 、 3-ethanesulfonyl-4(1H)-quinolinone 在 六甲基磷酰三胺 、 四丁基溴化铵 、 水 、 sodium hydroxide 作用下， 反应 24.0h， 以71%的产率得到3-ethanesulfonyl-1-ethyl-4(1H)-quinolinone
  参考文献：
  名称：

  Synthesis of 3-Alkanesulfonyl-4(1H)-quinolinones from 3-Alkanesulfonyl-4-alkylsulfanylquinolines

  摘要：

  3-Alkanesulfonyl-4-alkylsulfanylquinolines (4) were transformed to 3-alkanesulfonyl-4(1H)-quinolinones (5) and (6). 1H-Derivatives 5 were obtained by acidic hydrolysis of compounds 4. 1-Alkyl derivatives 6 were prepared in three ways: a) via 1-alkylquinolinium salts 7 followed by their acidic hydrolysis to 6; b) in one-pot reactions of compounds 4 with alkyl bromides under Phase Transfer Catalysis (PTC) conditions; or c) by alkylation of 1H-derivatives 5 with alkyl bromides under PTC conditions.

  DOI：

  10.3987/com-10-12133
• 作为产物：
  描述：

  4-methylsulfanyl-3-ethanesulfonylquinoline 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以75%的产率得到3-ethanesulfonyl-4(1H)-quinolinone
  参考文献：
  名称：

  Synthesis of 3-Alkanesulfonyl-4(1H)-quinolinones from 3-Alkanesulfonyl-4-alkylsulfanylquinolines

  摘要：

  3-Alkanesulfonyl-4-alkylsulfanylquinolines (4) were transformed to 3-alkanesulfonyl-4(1H)-quinolinones (5) and (6). 1H-Derivatives 5 were obtained by acidic hydrolysis of compounds 4. 1-Alkyl derivatives 6 were prepared in three ways: a) via 1-alkylquinolinium salts 7 followed by their acidic hydrolysis to 6; b) in one-pot reactions of compounds 4 with alkyl bromides under Phase Transfer Catalysis (PTC) conditions; or c) by alkylation of 1H-derivatives 5 with alkyl bromides under PTC conditions.

  DOI：

  10.3987/com-10-12133

文献信息

• Synthesis of 3-Alkanesulfonyl-4(1H)-quinolinones from 3-Alkanesulfonyl-4-alkylsulfanylquinolines
  作者：Leszek Skrzypek、Andrzej Maślankiewicz、Kinga Suwińska

  DOI：10.3987/com-10-12133

  日期：——

  3-Alkanesulfonyl-4-alkylsulfanylquinolines (4) were transformed to 3-alkanesulfonyl-4(1H)-quinolinones (5) and (6). 1H-Derivatives 5 were obtained by acidic hydrolysis of compounds 4. 1-Alkyl derivatives 6 were prepared in three ways: a) via 1-alkylquinolinium salts 7 followed by their acidic hydrolysis to 6; b) in one-pot reactions of compounds 4 with alkyl bromides under Phase Transfer Catalysis (PTC) conditions; or c) by alkylation of 1H-derivatives 5 with alkyl bromides under PTC conditions.