7-chloro-3,4-dihydro-4-methyl-3-oxoquinoxaline-2-carbonitrile-1-oxide | 1345694-30-5

• 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: 7-chloro-3,4-dihydro-4-methyl-3-oxoquinoxaline-2-carbonitrile-1-oxide
• 英文别名: 7-Chloro-4-methyl-1-oxido-3-oxoquinoxalin-1-ium-2-carbonitrile；7-chloro-4-methyl-1-oxido-3-oxoquinoxalin-1-ium-2-carbonitrile
• CAS: 1345694-30-5
• 化学式: C₁₀H₆ClN₃O₂
• 分子量: 235.63
• InChiKey: GUQOBTGAWZKPRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  72.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(4-chlorophenyl)-2-cyano-N-methylacetamide 在 硫酸 、 sodium nitrite 作用下， 以 乙腈 为溶剂， 以84%的产率得到7-chloro-3,4-dihydro-4-methyl-3-oxoquinoxaline-2-carbonitrile-1-oxide
  参考文献：
  名称：

  Highly Efficient Synthesis of Quinoxalinone-N-oxide via Tandem Nitrosation/Aerobic Oxidative C–N Bond Formation

  摘要：

  An efficient method for constructing quinoxalinone-N-oxides from cyanoacetanilides has been developed. This transformation can be achieved using inexpensive reagents and molecular oxygen under mild conditions, thus offering a practical pathway to quinoxalinone-containing pharmaceuticals such as ataquimast and opaviraline.

  DOI：

  10.1021/ol202760c

文献信息

• Highly Efficient Synthesis of Quinoxalinone-<i>N</i>-oxide via Tandem Nitrosation/Aerobic Oxidative C–N Bond Formation
  作者：Yusuke Kobayashi、Mami Kuroda、Natsuki Toba、Mari Okada、Rie Tanaka、Tetsutaro Kimachi

  DOI：10.1021/ol202760c

  日期：2011.12.2

  An efficient method for constructing quinoxalinone-N-oxides from cyanoacetanilides has been developed. This transformation can be achieved using inexpensive reagents and molecular oxygen under mild conditions, thus offering a practical pathway to quinoxalinone-containing pharmaceuticals such as ataquimast and opaviraline.