7-(chlorodifluoromethyl)-1,5-dimethyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione | 1316284-30-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7-(chlorodifluoromethyl)-1,5-dimethyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione
• CAS: 1316284-30-6
• 化学式: C₁₅H₁₂ClF₂N₃S
• 分子量: 339.796
• InChiKey: ITAJPPYZJHJAJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  22.75
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  7-(chlorodifluoromethyl)-1,5-dimethyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 16.0h， 以60%的产率得到7-(difluoromethyl)-1,5-dimethyl-3-phenyl-1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione
  参考文献：
  名称：

  A general strategy for the synthesis of difluoromethyl-containing pyrazoles, pyridines and pyrimidines

  摘要：

  Difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles are prepared by a two step method. The regioselective cyclizations of electron-excessive aminoheterocycles, hydrazines and amidines with CF2Cl-substituted 1,3-dicarbonyl compounds provide the corresponding CF2Cl-substituted heterocycles. Subsequent radical reactions with trimethylstannane or allyltrimethylstannane gave difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.085
• 作为产物：
  描述：

  1-氯-1,1-二氟-2,4-戊二酮 、 1-methyl-3-phenyl-4-amino-4-imidazoline-2-thione 在 溶剂黄146 作用下， 以75%的产率得到7-(chlorodifluoromethyl)-1,5-dimethyl-3-phenyl-1H-imidazo[4,5-b]pyridine-2(3H)-thione
  参考文献：
  名称：

  A general strategy for the synthesis of difluoromethyl-containing pyrazoles, pyridines and pyrimidines

  摘要：

  Difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles are prepared by a two step method. The regioselective cyclizations of electron-excessive aminoheterocycles, hydrazines and amidines with CF2Cl-substituted 1,3-dicarbonyl compounds provide the corresponding CF2Cl-substituted heterocycles. Subsequent radical reactions with trimethylstannane or allyltrimethylstannane gave difluoromethyl-containing heteroannulated pyridines, pyrimidines and pyrazoles, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.085