2-(3-chloro-2-nitrophenyl)-3H-quinazolin-4-one | 874286-03-0

• 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-(3-chloro-2-nitrophenyl)-3H-quinazolin-4-one
• CAS: 874286-03-0
• 化学式: C₁₄H₈ClN₃O₃
• 分子量: 301.689
• InChiKey: LEAKMEIWNWKSKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-chloro-2-nitrophenyl)-3H-quinazolin-4-one 、 丙醇 在 tin(ll) chloride 作用下， 反应 2.0h， 以68%的产率得到4-chloro-6-ethyl-5,6-dihydroquinazolino[4,3-b]quinazolin-8-one
  参考文献：
  名称：

  Auto-Redox Reaction:  Tin(II) Chloride-Mediated One-Step Reductive Cyclization Leading to the Synthesis of Novel Biheterocyclic 5,6-Dihydro-quinazolino[4,3-b]quinazolin-8-ones with Three-Point Diversity

  摘要：

  A tin(II) chloride-mediated short, efficient, and practical regioselective synthesis of biheterocyclic 5,6-dihydro-quinazolino[4,3-b]quinazolin-8-ones with three-point diversity is reported. A one-step reductive transformation of 2-(2-nitrophenyl)-3H-quinazolin-4-one in various alcohols furnished the desired tetracyclic product in good yields with high purity.

  DOI：

  10.1021/jo0518912
• 作为产物：
  描述：

  N-(2-Carbamoyl-phenyl)-3-chloro-2-nitro-benzamide 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以90%的产率得到2-(3-chloro-2-nitrophenyl)-3H-quinazolin-4-one
  参考文献：
  名称：

  Auto-Redox Reaction:  Tin(II) Chloride-Mediated One-Step Reductive Cyclization Leading to the Synthesis of Novel Biheterocyclic 5,6-Dihydro-quinazolino[4,3-b]quinazolin-8-ones with Three-Point Diversity

  摘要：

  A tin(II) chloride-mediated short, efficient, and practical regioselective synthesis of biheterocyclic 5,6-dihydro-quinazolino[4,3-b]quinazolin-8-ones with three-point diversity is reported. A one-step reductive transformation of 2-(2-nitrophenyl)-3H-quinazolin-4-one in various alcohols furnished the desired tetracyclic product in good yields with high purity.

  DOI：

  10.1021/jo0518912

文献信息

• Auto-Redox Reaction:  Tin(II) Chloride-Mediated One-Step Reductive Cyclization Leading to the Synthesis of Novel Biheterocyclic 5,6-Dihydro-quinazolino[4,3-<i>b</i>]quinazolin-8-ones with Three-Point Diversity
  作者：Abhijeet Deb Roy、Arunachalam Subramanian、Raja Roy

  DOI：10.1021/jo0518912

  日期：2006.1.1

  A tin(II) chloride-mediated short, efficient, and practical regioselective synthesis of biheterocyclic 5,6-dihydro-quinazolino[4,3-b]quinazolin-8-ones with three-point diversity is reported. A one-step reductive transformation of 2-(2-nitrophenyl)-3H-quinazolin-4-one in various alcohols furnished the desired tetracyclic product in good yields with high purity.