2-methoxy-4-chloroquinoline 1-oxide

• 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-methoxy-4-chloroquinoline 1-oxide
• 英文别名: 4-Chloro-2-methoxy-1-oxidoquinolin-1-ium
• 化学式: C₁₀H₈ClNO₂
• 分子量: 209.632
• InChiKey: YXLALUAFMIWSJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  34.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯喹啉-N-氧化物 、 sodium methylate 在 lead(IV) acetate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以51%的产率得到2-methoxy-4-chloroquinoline 1-oxide
  参考文献：
  名称：

  Reaction of Quinoline 1-Oxides with Sodium Methoxide in the Presence of Lead(IV) Acetate

  摘要：

  In the presence of lead(IV) acetate, the reaction of quinoline 1-oxide with methoxide anion under various reaction conditions gives, 2-methoxyquinoline 1-oxide without deoxygenation of A oxide group. Reaction of 4-substituted quinoline 1-oxides with methoxide anion also resulted in the corresponding 4-substituted 2-methoxyquinoline 1-oxides under the same reaction conditions. As the reaction mechanism, ionic pathway is suggested rather than radical pathway through the investigation using radical initiators.

  DOI：

  10.3987/com-01-9295

文献信息

• Reaction of Quinoline 1-Oxides with Sodium Methoxide in the Presence of Lead(IV) Acetate
  作者：Yoshinobu Tagawa、Keitaro Tanaka、Katsuya Yamashita、Yoshinobu Goto、Masatomo Hamana

  DOI：10.3987/com-01-9295

  日期：——

  In the presence of lead(IV) acetate, the reaction of quinoline 1-oxide with methoxide anion under various reaction conditions gives, 2-methoxyquinoline 1-oxide without deoxygenation of A oxide group. Reaction of 4-substituted quinoline 1-oxides with methoxide anion also resulted in the corresponding 4-substituted 2-methoxyquinoline 1-oxides under the same reaction conditions. As the reaction mechanism, ionic pathway is suggested rather than radical pathway through the investigation using radical initiators.