2-(cyano-{1-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-benzo[d]imidazol-2(3H)-ylidene}methyl)-1-methylpyridinium bromide | 1381866-99-4

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-(cyano-{1-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-benzo[d]imidazol-2(3H)-ylidene}methyl)-1-methylpyridinium bromide
• CAS: 1381866-99-4
• 化学式: Br*C₂₄H₂₁N₄O₂
• 分子量: 477.36
• InChiKey: MASQVCGYQRMCTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.53
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  69.24
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-氰甲基苯并咪唑 在 三乙胺 作用下， 以 丙酮 为溶剂， 生成 2-(cyano-{1-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-benzo[d]imidazol-2(3H)-ylidene}methyl)-1-methylpyridinium bromide 、 2-(cyano-{1-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-benzo[d]imidazol-2(3H)-ylidene}methyl)-1-methylpyridinium bromide
  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