2-sec-butyl-7-nitroquinazolin-4(3H)-one | 1287261-56-6

• 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: 2-sec-butyl-7-nitroquinazolin-4(3H)-one
• 英文别名: 2-butan-2-yl-7-nitro-3H-quinazolin-4-one
• CAS: 1287261-56-6
• 化学式: C₁₂H₁₃N₃O₃
• 分子量: 247.254
• InChiKey: MEKDRJDNXQNNHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  87.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-nitro-2-bromobenzamide 、 isoleucine 在 potassium carbonate 、 copper(I) bromide 作用下， 以 乙二醇 、 二甲基亚砜 为溶剂， 反应 9.0h， 以52%的产率得到2-sec-butyl-7-nitroquinazolin-4(3H)-one
  参考文献：
  名称：

  Amino Acids as the Nitrogen-Containing Motifs in Copper-Catalyzed Domino Synthesis of N-Heterocycles

  摘要：

  A copper-catalyzed domino method for synthesis of quinazolinones has been developed using readily available alpha-amino acids as the nitrogen-containing motifs. The domino process underwent Ullmann-type N-arylation, decarboxylation, aerobic oxidation, and intramolecular addition. This method should provide a new and useful strategy for construction of N-heterocycles.

  DOI：

  10.1021/jo2002227

文献信息

• Amino Acids as the Nitrogen-Containing Motifs in Copper-Catalyzed Domino Synthesis of <i>N</i>-Heterocycles
  作者：Wei Xu、Hua Fu

  DOI：10.1021/jo2002227

  日期：2011.5.20

  A copper-catalyzed domino method for synthesis of quinazolinones has been developed using readily available alpha-amino acids as the nitrogen-containing motifs. The domino process underwent Ullmann-type N-arylation, decarboxylation, aerobic oxidation, and intramolecular addition. This method should provide a new and useful strategy for construction of N-heterocycles.