2-chloro-5-phenylindazolo[3,2-b]quinazolin-7(5H)-one | 1437780-33-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-chloro-5-phenylindazolo[3,2-b]quinazolin-7(5H)-one
• 英文别名: 2-Chloro-5-phenylindazolo[3,2-b]quinazolin-7-one；2-chloro-5-phenylindazolo[3,2-b]quinazolin-7-one
• CAS: 1437780-33-0
• 化学式: C₂₀H₁₂ClN₃O
• 分子量: 345.788
• InChiKey: FPRORIFJWMOTQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  2-(2-bromo-5-chlorophenyl)-3-(phenylamino)-2,3-dihydroquinazolin-4(1H)-one 在 caesium carbonate 、 L-脯氨酸 、 copper(l) chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以80%的产率得到2-chloro-5-phenylindazolo[3,2-b]quinazolin-7(5H)-one
  参考文献：
  名称：

  Copper-catalyzed intramolecular C–N bond formation reaction of 3-amino-2-(2-bromophenyl)dihydroquinazolinones: synthesis of indazolo[3,2-b]quinazolinones

  摘要：

  A copper-catalyzed intramolecular C-N bond formation reaction of 3-amino-2-(2-bromophenyl)dihydroquinazolinones has been developed for the synthesis of indazolo[3,2-b]quinazolinones in moderate to good yields. The structure of the newly synthesized indazolo[3,2-b]quinazolinones was unambiguously confirmed by X-ray single-crystal diffraction analysis. Moreover, a possible mechanism for the formation of indazolo[3,2-b]quinazolinones is discussed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.09.012

文献信息

• Copper-catalyzed efficient synthesis of 5-arylindazolo[3,2-b]quinazolin-7(5H)-ones from 2-nitrobenzaldehydes
  作者：Zahra Arasteh Fard、Karim Akbari Dilmaghani、Mehdi Soheilizad、Bagher Larijani、Mohammad Mahdavi

  DOI：10.1016/j.tet.2018.03.018

  日期：2018.5

  for the preparation of 5-arylindazolo[3,2-b]quinazolin-7(5H)-ones. The 2-amino-N′-arylbenzohydrazideis easily prepared by a reaction of isatoic anhydride with arylhydrazine. Then, through a condensation/intramolecular cyclization reaction by 2-nitrobenzaldehydes in the present of CuI, the corresponding 5-arylindazolo[3,2-b]quinazolin-7(5H)-ones are produced in good yields.

  开发了一种新颖实用的铜催化方法制备5-芳基吲哚并[3,2 - b ]喹唑啉-7（5 H）-ones。通过使等角酸酐与芳基肼反应，可以容易地制备2-氨基-N'-芳基苯并肼。然后，在CuI的存在下，通过2-硝基苯甲醛的缩合/分子内环化反应，以高收率产生了相应的5-芳基吲唑并[3，2 - b ]喹唑啉-7（5 H）-。
• Copper(I)-Catalyzed Synthesis of 5-Arylindazolo[3,2-<i>b</i>]quinazolin-7(5<i>H</i>)-one via Ullmann-Type Reaction
  作者：Dong-Sheng Chen、Guo-Lan Dou、Yu-Ling Li、Yun Liu、Xiang-Shan Wang

  DOI：10.1021/jo400420b

  日期：2013.6.7

  The treatment of 2-amino-N'-arylbenzohydrazide and o-halogenated benzaldehyde in the presence of CuBr and Cs2CO3 gave 5-arylindazolo[3,2-b]quinazolin-7(5H)-one in high yields. This procedure contains an Ullmann-type reaction and provides an efficient method to construct fused tetracyclic heterocycles.
• Copper-catalyzed intramolecular C–N bond formation reaction of 3-amino-2-(2-bromophenyl)dihydroquinazolinones: synthesis of indazolo[3,2-b]quinazolinones
  作者：Weiguang Yang、Leping Ye、Dayun Huang、Miaochang Liu、Jinchang Ding、Jiuxi Chen、Huayue Wu

  DOI：10.1016/j.tet.2013.09.012

  日期：2013.11

  A copper-catalyzed intramolecular C-N bond formation reaction of 3-amino-2-(2-bromophenyl)dihydroquinazolinones has been developed for the synthesis of indazolo[3,2-b]quinazolinones in moderate to good yields. The structure of the newly synthesized indazolo[3,2-b]quinazolinones was unambiguously confirmed by X-ray single-crystal diffraction analysis. Moreover, a possible mechanism for the formation of indazolo[3,2-b]quinazolinones is discussed. (C) 2013 Elsevier Ltd. All rights reserved.