6-chloro-2-(1-methyl-2-propylidenehydrazino)quinoxaline 4-oxide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-chloro-2-(1-methyl-2-propylidenehydrazino)quinoxaline 4-oxide
• 英文别名: 6-chloro-N-methyl-4-oxido-N-[(E)-propylideneamino]quinoxalin-4-ium-2-amine
• 化学式: C₁₂H₁₃ClN₄O
• 分子量: 264.714
• InChiKey: DJPZJDYQRUYSDB-MKMNVTDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-chloro-2-(1-methyl-2-propylidenehydrazino)quinoxaline 4-oxide 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 、 水 、 溶剂黄146 为溶剂， 反应 1.5h， 生成 7-chloro-3-ethyl-1-methyl-4-oxo-1,4-dihydropyridazino[3,4-b]quinoxaline
  参考文献：
  名称：

  Quinolone Analogues 3. Synthesis of 1,3-Dialkyl-4-oxo-1,4-dihydropyridazino[3,4-b]quinoxalines

  摘要：

  The 1-alkyl-3-methyl-4-oxo-1,4-dihydropyridazino[3,4-b]quinoxalines (10a-d) were synthesized from the quinoxaline N-oxides (8a-d) via the oxidation of the 4-acetyl-1-alkyl-3-methyl-1,5-dihydropyridazino[3,4-b]quinoxalines (9a-d) with N-bromosuccinimide/water, sodium bromate, or selenium dioxide, while the 1-alkyl-3-ethyl-4-oxo-1,4-dihydropyridazino [3,4-b]quinoxalines (13a-d) were synthesized from the quinoxaline N-oxides (8a-d) via the oxidative ring transformation of the 1-alkyl-3-ethyl-2,3-dihydro-4-hydroxy-1H-1,2-diaz-epino[3,4-b]quinoxalines (12a-d), respectively.

  DOI：

  10.3987/com-00-s(i)55
• 作为产物：
  描述：

  6-chloro-2-(1-methylhydrazino)quinoxaline-4-oxide 、 丙醛 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以96%的产率得到6-chloro-2-(1-methyl-2-propylidenehydrazino)quinoxaline 4-oxide
  参考文献：
  名称：

  Quinolone Analogues 3. Synthesis of 1,3-Dialkyl-4-oxo-1,4-dihydropyridazino[3,4-b]quinoxalines

  摘要：

  The 1-alkyl-3-methyl-4-oxo-1,4-dihydropyridazino[3,4-b]quinoxalines (10a-d) were synthesized from the quinoxaline N-oxides (8a-d) via the oxidation of the 4-acetyl-1-alkyl-3-methyl-1,5-dihydropyridazino[3,4-b]quinoxalines (9a-d) with N-bromosuccinimide/water, sodium bromate, or selenium dioxide, while the 1-alkyl-3-ethyl-4-oxo-1,4-dihydropyridazino [3,4-b]quinoxalines (13a-d) were synthesized from the quinoxaline N-oxides (8a-d) via the oxidative ring transformation of the 1-alkyl-3-ethyl-2,3-dihydro-4-hydroxy-1H-1,2-diaz-epino[3,4-b]quinoxalines (12a-d), respectively.

  DOI：

  10.3987/com-00-s(i)55

文献信息

• Quinolone Analogues 3. Synthesis of 1,3-Dialkyl-4-oxo-1,4-dihydropyridazino[3,4-b]quinoxalines
  作者：Yoshihisa Kurasawa、Shinichi Ohshima、Yaeko Kishimoto、Miharu Ogura、Yoshihisa Okamoto、Ho Sik Kim

  DOI：10.3987/com-00-s(i)55

  日期：——

  The 1-alkyl-3-methyl-4-oxo-1,4-dihydropyridazino[3,4-b]quinoxalines (10a-d) were synthesized from the quinoxaline N-oxides (8a-d) via the oxidation of the 4-acetyl-1-alkyl-3-methyl-1,5-dihydropyridazino[3,4-b]quinoxalines (9a-d) with N-bromosuccinimide/water, sodium bromate, or selenium dioxide, while the 1-alkyl-3-ethyl-4-oxo-1,4-dihydropyridazino [3,4-b]quinoxalines (13a-d) were synthesized from the quinoxaline N-oxides (8a-d) via the oxidative ring transformation of the 1-alkyl-3-ethyl-2,3-dihydro-4-hydroxy-1H-1,2-diaz-epino[3,4-b]quinoxalines (12a-d), respectively.