4-Bromo-5-chloro-2-(pyridine-2-carboximidoyl)phenol | 157302-01-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-Bromo-5-chloro-2-(pyridine-2-carboximidoyl)phenol
• CAS: 157302-01-7
• 化学式: C₁₂H₈BrClN₂O
• 分子量: 311.565
• InChiKey: QKIGFQDOPSGYNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Bromo-5-chloro-2-(pyridine-2-carboximidoyl)phenol 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 2-(6-bromo-7-chloro-2,2-dimethyl-2H-1,3-benzoxazine-4-yl)pyridine-1-oxide
  参考文献：
  名称：

  Process development of potassium channel opener, TCV-295, based on convenient ring formation of 2H-1,3-benzoxazine and selective N-oxidation of the pyridyl moiety

  摘要：

  An efficient process for potassium channel opener, TCV-295, based on a novel and convenient 4-(2-pyridyl)-2H-1,3-benzoxazine ring formation from o-hydroxybenzoylpyridine by the NH4I/piperidine/2,2-dimethoxypropane system and the following selective pyridine-N-oxidation using dimethyldioxirane, has been developed. Additionally, the combination reagent of ammonium halide and sec- or tert- amine conveniently converted o-hydroxyphenyl arylketones with several ketones (or benzaldehyde) to various novel 4-aryl-2H-1,3-benzoxazines. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00728-1
• 作为产物：
  描述：

  2-溴吡啶 在 哌啶 、 碘化铵 、 calcium sulfate 、 正丁基锂 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 5.5h， 生成 4-Bromo-5-chloro-2-(pyridine-2-carboximidoyl)phenol
  参考文献：
  名称：

  Process development of potassium channel opener, TCV-295, based on convenient ring formation of 2H-1,3-benzoxazine and selective N-oxidation of the pyridyl moiety

  摘要：

  An efficient process for potassium channel opener, TCV-295, based on a novel and convenient 4-(2-pyridyl)-2H-1,3-benzoxazine ring formation from o-hydroxybenzoylpyridine by the NH4I/piperidine/2,2-dimethoxypropane system and the following selective pyridine-N-oxidation using dimethyldioxirane, has been developed. Additionally, the combination reagent of ammonium halide and sec- or tert- amine conveniently converted o-hydroxyphenyl arylketones with several ketones (or benzaldehyde) to various novel 4-aryl-2H-1,3-benzoxazines. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00728-1