3-<1-(3-fluorophenylhydrazono)glyoxal-1-yl>-1-methylquinoxalin-2-one | 150016-50-5

• 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: 3-<1-(3-fluorophenylhydrazono)glyoxal-1-yl>-1-methylquinoxalin-2-one
• CAS: 150016-50-5
• 化学式: C₁₇H₁₃FN₄O₂
• 分子量: 324.314
• InChiKey: SQCIQAPAZLRLNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  76.35
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  苯甲酰肼 、 3-<1-(3-fluorophenylhydrazono)glyoxal-1-yl>-1-methylquinoxalin-2-one 以 乙醇 为溶剂， 反应 0.25h， 以73%的产率得到3-<2-(benzoylhydrazono)-1-(3-fluorophenylhydrazono)glyoxal-1-yl>-1-methylquinoxalin-2-one
  参考文献：
  名称：

  Synthesis of Organofluorine Compounds Utilizing 3-[1-(3-Fluorophenylhydrazono)-D-erythro-2,3,4-trihydroxybutyl]quinoxalin-2(1H)-one as a Precursor

  摘要：

  The reaction of D-erythro-2,3-hexodiulosono-1,4-lactone with 1,2-diaminobenzene followed by 3-fluorophenylhydrazine and the reaction of the product with dimethyl sulfate, sodium metaperiodate and acetic anhydride in pyridine have been investigated. The isopropylidenation of 3-[1-(3-fluorophenylhydrazono)-D-erythro-2,3,4-trihydroxybutyl]quinoxalin-2(1H)-one under thermodynamic controlled conditions has been studied. Compounds 3-[1-(3-fluorophenyl-hydrazono)-D-erythro-2,3,4-trihydroxybutyl]quinoxalin-2(1H)-one and its N-methyl derivative undergo dehydrative cyclisation in boiling acetic anhydride to the corresponding pyrazolylquinoxalinones.

  DOI：

  10.3987/com-92-6152
• 作为产物：
  描述：

  (3-氟苯基)肼盐酸盐(1:1) 在 sodium hydroxide 、 sodium periodate 、 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 0.17h， 生成 3-<1-(3-fluorophenylhydrazono)glyoxal-1-yl>-1-methylquinoxalin-2-one
  参考文献：
  名称：

  Synthesis of Organofluorine Compounds Utilizing 3-[1-(3-Fluorophenylhydrazono)-D-erythro-2,3,4-trihydroxybutyl]quinoxalin-2(1H)-one as a Precursor

  摘要：

  The reaction of D-erythro-2,3-hexodiulosono-1,4-lactone with 1,2-diaminobenzene followed by 3-fluorophenylhydrazine and the reaction of the product with dimethyl sulfate, sodium metaperiodate and acetic anhydride in pyridine have been investigated. The isopropylidenation of 3-[1-(3-fluorophenylhydrazono)-D-erythro-2,3,4-trihydroxybutyl]quinoxalin-2(1H)-one under thermodynamic controlled conditions has been studied. Compounds 3-[1-(3-fluorophenyl-hydrazono)-D-erythro-2,3,4-trihydroxybutyl]quinoxalin-2(1H)-one and its N-methyl derivative undergo dehydrative cyclisation in boiling acetic anhydride to the corresponding pyrazolylquinoxalinones.

  DOI：

  10.3987/com-92-6152