5-Amino-6-cyan-8-nitro-7-phenyl-2,3-dihydroimidazo<1,2-a>pyridin | 139424-28-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 5-Amino-6-cyan-8-nitro-7-phenyl-2,3-dihydroimidazo<1,2-a>pyridin
• 英文别名: 5-amino-8-nitro-7-phenyl-2,3-dihydroimidazo[1,2-a]pyridine-6-carbonitrile
• CAS: 139424-28-5
• 化学式: C₁₄H₁₁N₅O₂
• 分子量: 281.274
• InChiKey: KDJKTGYRGXTDON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  108.55
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2-(nitromethylene)imidazolidine 、 alpha-氯苄亚基丙二腈 在 sodium ethanolate 作用下， 生成 5-Amino-6-cyan-8-nitro-7-phenyl-2,3-dihydroimidazo<1,2-a>pyridin
  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.