1-Amino-2-cyan-4-nitro-pyrido<1,2-a>benzimidazol | 68451-40-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-Amino-2-cyan-4-nitro-pyrido<1,2-a>benzimidazol
• 英文别名: 1-amino-4-nitro-benzo[4,5]imidazo[1,2-a]pyridine-2-carbonitrile；1-Amino-2-cyan-4-nitro-pyrido[1,2-a]benzimidazol；1-amino-4-nitropyrido[1,2-a]benzimidazole-2-carbonitrile
• CAS: 68451-40-1
• 化学式: C₁₂H₇N₅O₂
• 分子量: 253.22
• InChiKey: XQRBOKJWWGGSKP-UHFFFAOYSA-N

物化性质

• 熔点：
  >290 °C (decomp)
• 密度：
  1.63±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-Chloro-2,2-dicyanoethylen 、 2-Nitromethylbenzimidazol 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以52%的产率得到1-Amino-2-cyan-4-nitro-pyrido<1,2-a>benzimidazol
  参考文献：
  名称：

  On the synthesis and structure of 8-nitro-imidazo[1,2-a]pyridines

  摘要：

  The title compounds were synthesized by reaction of nitroketene animals with beta-chlorovinylcarbonyl compounds. The chloromethylene malononitriles 1 react with nitromethylenimidazolin (2 a) and -benzimidazoles 2 b to yield the 8-nitro-2,3-dihydroimidazo[1,2-a]pyridines 3 and the 4-nitropyrido[1,2-a]-benzimidazoles 6, both containing an amino group. Analogously, from the special 3-chloro-2-propeniminium salt 7 and 2 a the imidazopyridine derivative 9 was formed. The 3-aryl-3-chloro-2-propeniminium salts 10 were converted into the nitro-dihydroimidazo[1,2-a]pyridines 11 and the pyrido[1,2-a]benzimidazole 12 containing the aryl group by reaction with 2 a and 2 b, respectively. The structures were investigated by 2-dimensional H-1/C-13-NMR-spectroscopy.

  DOI：

  10.1007/bf00823426

文献信息

• On the synthesis and structure of 8-nitro-imidazo[1,2-a]pyridines
  作者：Harry Sch�fer、Margit Gruner、Gisbert Gro�mann、Karl Gewald

  DOI：10.1007/bf00823426

  日期：1991.11

  The title compounds were synthesized by reaction of nitroketene animals with beta-chlorovinylcarbonyl compounds. The chloromethylene malononitriles 1 react with nitromethylenimidazolin (2 a) and -benzimidazoles 2 b to yield the 8-nitro-2,3-dihydroimidazo[1,2-a]pyridines 3 and the 4-nitropyrido[1,2-a]-benzimidazoles 6, both containing an amino group. Analogously, from the special 3-chloro-2-propeniminium salt 7 and 2 a the imidazopyridine derivative 9 was formed. The 3-aryl-3-chloro-2-propeniminium salts 10 were converted into the nitro-dihydroimidazo[1,2-a]pyridines 11 and the pyrido[1,2-a]benzimidazole 12 containing the aryl group by reaction with 2 a and 2 b, respectively. The structures were investigated by 2-dimensional H-1/C-13-NMR-spectroscopy.

表征谱图