6-chloro-2-phenyl-1-(p-tolyl)pyrazolo[5,1-b]quinazolin-9(1H)-one | 1600520-05-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-chloro-2-phenyl-1-(p-tolyl)pyrazolo[5,1-b]quinazolin-9(1H)-one
• 英文别名: 6-Chloro-1-(4-methylphenyl)-2-phenylpyrazolo[5,1-b]quinazolin-9-one
• CAS: 1600520-05-5
• 化学式: C₂₃H₁₆ClN₃O
• 分子量: 385.853
• InChiKey: HCMNSJJHBRSTJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  35.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯丙炔醛缩二乙醛 、 2-amino-4-chloro-N'-(p-tolyl)benzohydrazide 在 caesium carbonate 、 copper(I) bromide 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以91%的产率得到6-chloro-2-phenyl-1-(p-tolyl)pyrazolo[5,1-b]quinazolin-9(1H)-one
  参考文献：
  名称：

  Copper(I)-catalyzed synthesis of 1-arylpyrazolo[5,1-b]quinazolin-9(1H)-one via intramolecular alkyne hydroamination

  摘要：

  The 1-arylpyrazolo[5,1-b]quinazolin-9(1H)-one derivatives were obtained via intramolecular alkyne hydroamination reaction of 2-amino-N'-arylbenzohydrazide and alkynal diethyl acetal in the presence of CuBr and Cs2CO3. This new procedure provides an efficient method to construct fused tricyclic heterocycle containing both pyrazole and quinazoline analogues. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.048

文献信息

• Domino synthesis of fused pyrazolo[5,1- b ]quinazolin-9(1 H )-ones catalyzed by CuI via subsequent Michael addition and elimination
  作者：Yan Zhang、Jing Xu、Chao Li、Xiang-Shan Wang

  DOI：10.1016/j.tet.2015.09.055

  日期：2015.11

  A Domino reaction of 2-aminobenzohydrazides and 2-bromocinnamaldehydes is treated in the presence of CuI and Cs2CO3, and gives unexpected pyrazolo[5,1-b]quinazolin-9(1H)-one derivatives in good yields. A possible mechanism containing subsequent Michael addition and elimination is proposed to explain the formation of the pyrazole ring. This new procedure has the advantages of one-pot, available reactant, and milder conditions. (C) 2015 Elsevier Ltd. All rights reserved.