5-bromo-1-(difluoromethyl)pyridin-2(1H)-imine | 899452-28-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-bromo-1-(difluoromethyl)pyridin-2(1H)-imine
• 英文别名: 5-Bromo-1-(difluoromethyl)pyridin-2-imine；5-bromo-1-(difluoromethyl)pyridin-2-imine
• CAS: 899452-28-9
• 化学式: C₆H₅BrF₂N₂
• 分子量: 223.02
• InChiKey: OHXVLNCVDDSXDR-UHFFFAOYSA-N

物化性质

• 沸点：
  165.9±50.0 °C(Predicted)
• 密度：
  1.76±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  27.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-bromo-1-(difluoromethyl)pyridin-2(1H)-imine 在 氢氧化钾 作用下， 反应 2.0h， 以63%的产率得到2-氨基-5-溴吡啶
  参考文献：
  名称：

  Facile One-Pot Synthesis of N-Difluoromethyl-2-pyridone Derivatives

  摘要：

  A novel one-pot synthesis of N-difluoromethyl-2-pyridones is described. N-(Pyridin-2-yl) acetamide derivatives were excellent precursors for the preparation of N- difluoromethyl-2-pyridone derivatives. Difluoromethylation of 2-acetaminopyridine derivatives was achieved with sodium chlorodifluoroacetate as a difluorocarbene source in the presence of a catalytic amount of 18-crown-6. Subsequent in situ hydrolysis of resultant 1,2-dihydro-2-acetimino-1-difluoromethylpyridines proceeded under mild acidic conditions to afford the corresponding N-difluoromethyl-2-pyridones in moderate to good yields.

  DOI：

  10.1021/ol061481f
• 作为产物：
  描述：

  N-[5-bromo-1-(difluoromethyl)pyridin-2(1H)-ylidene]acetamide 在 盐酸 作用下， 反应 0.5h， 以83%的产率得到5-bromo-1-(difluoromethyl)pyridin-2(1H)-imine
  参考文献：
  名称：

  Facile One-Pot Synthesis of N-Difluoromethyl-2-pyridone Derivatives

  摘要：

  A novel one-pot synthesis of N-difluoromethyl-2-pyridones is described. N-(Pyridin-2-yl) acetamide derivatives were excellent precursors for the preparation of N- difluoromethyl-2-pyridone derivatives. Difluoromethylation of 2-acetaminopyridine derivatives was achieved with sodium chlorodifluoroacetate as a difluorocarbene source in the presence of a catalytic amount of 18-crown-6. Subsequent in situ hydrolysis of resultant 1,2-dihydro-2-acetimino-1-difluoromethylpyridines proceeded under mild acidic conditions to afford the corresponding N-difluoromethyl-2-pyridones in moderate to good yields.

  DOI：

  10.1021/ol061481f

文献信息

• Facile One-Pot Synthesis of <i>N</i>-Difluoromethyl-2-pyridone Derivatives
  作者：Makoto Ando、Toshihiro Wada、Nagaaki Sato

  DOI：10.1021/ol061481f

  日期：2006.8.1

  A novel one-pot synthesis of N-difluoromethyl-2-pyridones is described. N-(Pyridin-2-yl) acetamide derivatives were excellent precursors for the preparation of N- difluoromethyl-2-pyridone derivatives. Difluoromethylation of 2-acetaminopyridine derivatives was achieved with sodium chlorodifluoroacetate as a difluorocarbene source in the presence of a catalytic amount of 18-crown-6. Subsequent in situ hydrolysis of resultant 1,2-dihydro-2-acetimino-1-difluoromethylpyridines proceeded under mild acidic conditions to afford the corresponding N-difluoromethyl-2-pyridones in moderate to good yields.