2-(3-chlorophenyl)-1,2-dihydro-3H-indazol-3-one | 135066-30-7

• 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-(3-chlorophenyl)-1,2-dihydro-3H-indazol-3-one
• 英文别名: 2-(3-chlorophenyl)-1H-indazol-3-one
• CAS: 135066-30-7
• 化学式: C₁₃H₉ClN₂O
• 分子量: 244.68
• InChiKey: CNHVXOJAMGIWBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 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：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-nitro-N-(3-chlorophenyl)benzamide 在 四羟基二硼 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以45%的产率得到2-(3-chlorophenyl)-1,2-dihydro-3H-indazol-3-one
  参考文献：
  名称：

  A B₂(OH)₄-Mediated Synthesis of 2-Substituted Indazolone and Its Application in a DNA-Encoded Library

  摘要：

  Indazolone cores are among the most common structural components in medicinal chemistry and can be found in many biologically active molecules. In this report, a mild and efficient approach to 2-substituted indazolones via B-2(OH)(4)-mediated reductive N-N bond formation is developed. This strategy features mild conditions, no request for a metal catalyst, and a wide scope for both aliphatic and aromatic amines. Meanwhile, this method was further successfully applied on DNA to construct indazolone cores for a DNA-encoded library. This will enable the production of a very attractive indazolone-cored library from simple amines and scaffolds, which will provide considerable diversity.

  DOI：

  10.1021/acs.orglett.0c02032

文献信息

• A Convenient Synthesis of 2-Arylindazol-3-Ones
  作者：Clive W. Bird、Joanne C. W. Chng、Nasim H. Rama、Aamer Saeed

  DOI：10.1080/00397919108016781

  日期：1991.2

  The reductive cyclisation of o-nitrobenzanilides with zinc and sodium hydroxide in aqueous methanol provides a convenient source of 2-arylindazol-3-ones.
• BIRD, CLIVE W.;CHNG, JOANNO C. W.;RAMA, NASIM H.;SAEED, AAMER, SYNTH. COMMUN., 21,(1991) N, C. 545-548
  作者：BIRD, CLIVE W.、CHNG, JOANNO C. W.、RAMA, NASIM H.、SAEED, AAMER

  DOI：——

  日期：——