2-(4'-amino-3-nitrophenyl)-6-hydroxybenzothiazole | 1448780-05-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-(4'-amino-3-nitrophenyl)-6-hydroxybenzothiazole
• 英文别名: 2-(4-Amino-3-nitrophenyl)-1,3-benzothiazol-6-ol；2-(4-amino-3-nitrophenyl)-1,3-benzothiazol-6-ol
• CAS: 1448780-05-9
• 化学式: C₁₃H₉N₃O₃S
• 分子量: 287.299
• InChiKey: AILSLSVNVFTDCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 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：
  133
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-氨基-3-硝基苯硼酸频那醇酯 、 2-溴苯并[D]噻唑-6-醇 在 potassium carbonate 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以98%的产率得到2-(4'-amino-3-nitrophenyl)-6-hydroxybenzothiazole
  参考文献：
  名称：

  Straightforward synthesis of PET tracer precursors used for the early diagnosis of Alzheimers disease through Suzuki–Miyaura cross-coupling reactions

  摘要：

  In positron emission tomography [C-11[PIB, Pittsburgh Compound-B, is currently the most widely used radiopharmaceutical for the early diagnosis of Alzheimer's disease. Synthetic routes for the preparation of the precursor of [C-11]PIB are reported in the literature. These strategies require multiple steps and the use of protecting groups. This paper describes a simple one-step synthesis of the precursor of [C-11]PIB through a Suzuki-Miyaura coupling reaction using thermal conditions or microwave activation. These methods were successfully applied to the synthesis of various 2-arylbenzothiazole and 2-pyridinylbenzothiazole compounds including [F-18] precursor derivatives of PIB containing a nitro function. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.085

文献信息

• PURIFICATION METHOD
  申请人：GE Healthcare Limited

  公开号：US20150259307A1

  公开（公告）日：2015-09-17

  A diagnostic imaging agent useful for positron emission tomography (PET) imaging as well as to improved hardware for producing such imaging agents is described. Flutemetamol ( 18 F) Injection for the imaging of β-amyloid plaques in the brain and methods and devices for preparing same are described including the automated synthesis and purification of [ 18 F]flutemetamol by means of solid phase extraction (SPE).