2-{cyano(5-nitro-1H-benzo[d]imidazol-2(3H)-ylidene)methyl}-1-methylpyridinium acetate | 1381866-87-0

• 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: 2-{cyano(5-nitro-1H-benzo[d]imidazol-2(3H)-ylidene)methyl}-1-methylpyridinium acetate
• CAS: 1381866-87-0
• 化学式: C₂H₃O₂*C₁₅H₁₂N₅O₂
• 分子量: 353.337
• InChiKey: WFWOSLAWERNWAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.91
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  135.0
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  (E)-2-[1-methylpyridin-2(1H)-ylidene]-2-(6-nitro-1H-benzo[d]imidazol-2-yl)acetonitrile 、 溶剂黄146 反应 24.0h， 以90%的产率得到2-{cyano(5-nitro-1H-benzo[d]imidazol-2(3H)-ylidene)methyl}-1-methylpyridinium acetate
  参考文献：
  名称：

  Mukaiyama reagents in the synthesis of (E)-2-(1H-benzo[d]imidazol-2-yl)-2-[1-alkylpyridin-2(1H)ylidene]acetonitriles and their further electronic rearrangements effected by the action of acids and alkylating agents

  摘要：

  Reactions of N-alkyl-2-chloropyridinium salts with benzimidazolylacetonitriles result in (E)-2-(1Hbenzo[d]imidazol-2-yl)-2-[1-alkylpyridin-2(1H)-ylidene]acetonitriles. The alkylation of the latter with omega-bromoacetophenones in boiling acetone may gives rise to the N-alkylated salts, which are stabilized in two configurations, Z and E. The heating of the salts in acetonitrile causes their transformation into 2-(1H-benzo[d]-imidazol-2(3H)-ylidene(cyano)methyl)-1-methylpyridinium bromide due to the dearoylmethylation. The structure of the latter was proved by the XRD analysis.

  DOI：

  10.1134/s1070363212040238