1-(2-Bromophenyl)-2-(4,6-dimethylpyrimidin-2-yl)guanidine | 524057-23-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-Bromophenyl)-2-(4,6-dimethylpyrimidin-2-yl)guanidine
• CAS: 524057-23-6
• 化学式: C₁₃H₁₄BrN₅
• mdl: MFCD03615544
• 分子量: 320.192
• InChiKey: VUQGDXUZBOTLAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  76.2
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  2-溴-1-(4-乙基苯基)乙酮 、 1-(2-Bromophenyl)-2-(4,6-dimethylpyrimidin-2-yl)guanidine 以 1,4-二氧六环 为溶剂， 反应 10.0h， 以55%的产率得到N-[1-(2-bromo-phenyl)-4-(4-ethylphenyl)-1H-imidazol-2-yl]-4,6-dimethylpyrimidin-2-amine
  参考文献：
  名称：

  Synthesis of derivatives of 2-aminoimidazole and 2-iminoimidazolidine by cyclization of 1-aryl-2-(4,6-dimethylpyrimidin-2-yl)guanidines with α-bromocarbonyl compounds

  摘要：

  Cyclization of 1-aryl-2-(4,6-dimethylpyrimidin-2-yl)guanidines with alpha-bromoacetophenone and ethyl bromoacetate gave derivatives of 1,4-diphenyl-1H-imidazole-2-amine and 2-amino-1-phenylimidazolidin-4-one respectively. The mechanism of the reaction was determined on the basis of quantum-chemical calculations, NOESY NMR spectroscopy, and X-ray crystallography.

  DOI：

  10.1007/s10593-011-0723-2

文献信息

• Synthesis of derivatives of 2-aminoimidazole and 2-iminoimidazolidine by cyclization of 1-aryl-2-(4,6-dimethylpyrimidin-2-yl)guanidines with α-bromocarbonyl compounds
  作者：A. S. Shestakov、I. S. Bushmarinov、O. E. Sidorenko、Kh. S. Shikhaliev、M. Yu. Antipin

  DOI：10.1007/s10593-011-0723-2

  日期：2011.4

  Cyclization of 1-aryl-2-(4,6-dimethylpyrimidin-2-yl)guanidines with alpha-bromoacetophenone and ethyl bromoacetate gave derivatives of 1,4-diphenyl-1H-imidazole-2-amine and 2-amino-1-phenylimidazolidin-4-one respectively. The mechanism of the reaction was determined on the basis of quantum-chemical calculations, NOESY NMR spectroscopy, and X-ray crystallography.