2-Fluoro-4,6-dimethylthieno[2,3-b]pyridin-3-amine | 172878-47-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 2-Fluoro-4,6-dimethylthieno[2,3-b]pyridin-3-amine
• CAS: 172878-47-6
• 化学式: C₉H₉FN₂S
• 分子量: 196.248
• InChiKey: WPXCFQDYAYIXDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Fluoro-4,6-dimethylthieno[2,3-b]pyridin-3-amine 以 xylene 为溶剂， 反应 1.0h， 以70%的产率得到5,7,15,17-Tetramethyl-10,20-dithia-2,8,12,18-tetrazapentacyclo[11.7.0.03,11.04,9.014,19]icosa-1,3(11),4(9),5,7,12,14(19),15,17-nonaene
  参考文献：
  名称：

  吡啶硫酮和嘧啶硫酮容易直接转化为多稠合杂环化合物

  摘要：

  吖嗪硫酮与氯氟乙酸乙酯反应得到2-氟噻吩嗪。后者经历自缩合并得到多稠合杂环化合物。用含氮亲核试剂处理 2-氟噻吩嗪可以得到范围广泛的独特杂环。研究了嘧啶硫酮对多种亲电子试剂的反应性。描述了新合成化合物的化学和光谱证据。

  DOI：

  10.1246/bcsj.71.2387
• 作为产物：
  描述：

  Ethyl 2-fluoro-3-imino-4,6-dimethylthieno[2,3-b]pyridine-2-carboxylate 在 乙醇 作用下， 以50%的产率得到2-Fluoro-4,6-dimethylthieno[2,3-b]pyridin-3-amine
  参考文献：
  名称：

  Electrolytic Partial Fluorination of Organic Compounds. 19. A Novel Synthesis of Fluorothieno[2,3-b]pyridines Using Anodic Fluorination of Heterocyclic Sulfides as a Key Step

  摘要：

  Highly regioselective anodic monofluorination of 2-pyridyl and C-pyrimidinyl sulfides bearing various electron-withdrawing groups were successfully carried out. The fluorinated sulfides were easily converted into 2-fluorothieno[2,3-b]pyridines in good yields.

  DOI：

  10.1021/jo00128a044

文献信息

• Electrolytic Partial Fluorination of Organic Compounds. 19. A Novel Synthesis of Fluorothieno[2,3-b]pyridines Using Anodic Fluorination of Heterocyclic Sulfides as a Key Step
  作者：Ayman W. Erian、Akinori Konno、Toshio Fuchigami

  DOI：10.1021/jo00128a044

  日期：1995.11

  Highly regioselective anodic monofluorination of 2-pyridyl and C-pyrimidinyl sulfides bearing various electron-withdrawing groups were successfully carried out. The fluorinated sulfides were easily converted into 2-fluorothieno[2,3-b]pyridines in good yields.
• An Easy Direct Conversion of Pyridine- and Pyrimidine-Thiones into Multi-Fused Heterocyclic Compounds
  作者：Ayman Wahba Erian、Fathi Ali Abu-Shanab

  DOI：10.1246/bcsj.71.2387

  日期：1998.10

  self-condensation and gave multi-fused heterocyclic compounds. A wide range of unique heterocycles could be obtained on treatment of 2-fluorothienoazines with nitrogen nucleophilic reagents. The reactivity of the pyrimidine-thiones towards a variety of electrophilic reagents was studied. Chemical and spectroscopic evidence of the newly synthesized compounds are described.

  吖嗪硫酮与氯氟乙酸乙酯反应得到2-氟噻吩嗪。后者经历自缩合并得到多稠合杂环化合物。用含氮亲核试剂处理 2-氟噻吩嗪可以得到范围广泛的独特杂环。研究了嘧啶硫酮对多种亲电子试剂的反应性。描述了新合成化合物的化学和光谱证据。