2-[3-(2-bromopropyl)-2-imino-2,3-dihydrobenzimidazol-1-yl]-1-phenylethanone | 1338381-69-3

• 英文名称: 2-[3-(2-bromopropyl)-2-imino-2,3-dihydrobenzimidazol-1-yl]-1-phenylethanone
• 英文别名: 2-[3-(2-Bromopropyl)-2-imino-2,3-dihydrobenz-imidazol-1-yl]-1-phenylethanone；2-[3-(2-bromopropyl)-2-iminobenzimidazol-1-yl]-1-phenylethanone
• CAS: 1338381-69-3
• 化学式: C₁₈H₁₈BrN₃O
• 分子量: 372.264
• InChiKey: CYGWFLIMZBMQJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  47.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[3-(2-bromopropyl)-2-imino-2,3-dihydrobenzimidazol-1-yl]-1-phenylethanone 以 乙腈 为溶剂， 以94%的产率得到2-(2-methyl-2,3-dihydroimidazo[1,2-a]benzimidazol-9-yl)-1-phenylethanone hydrobromide
  参考文献：
  名称：

  Imidazo[1,2-a]benzimidazole derivatives: XXIX. 1-allyl-2-amino-3-acylmethylbenzimidazolium halides and syntheses on their base

  摘要：

  Cyclization of 1-allyl-2-amino-3-acylmethylbenzimidazolium halides under alkaline conditions gave 9-allyl-substituted imidazo[1,2-a]benzimidazoles. Cyclization of the same compounds on heating in concentrated hydrobromic acid was accompanied by addition of hydrogen bromide at the exocyclic double bond. Competing cyclizations with participation of the 1-(2-bromopropyl) and 3-acylmethyl substituents in 2-imino-2,3-dihydro-1H-benzimidazole were studied. Functionalization of the imidazo[1,2-a]benzimidazole system was performed via introduction of substituents into the 3-position and replacement of bromine in the 2-bromopropyl group in the 9-position.

  DOI：

  10.1134/s1070428011090168
• 作为产物：
  描述：

  2-amino-1-(2-bromopropyl)-3-(2-oxo-2-phenylethyl)benzimidazolium bromide 在 氨 作用下， 以 水 为溶剂， 反应 3.0h， 以92%的产率得到2-[3-(2-bromopropyl)-2-imino-2,3-dihydrobenzimidazol-1-yl]-1-phenylethanone
  参考文献：
  名称：

  Imidazo[1,2-a]benzimidazole derivatives: XXIX. 1-allyl-2-amino-3-acylmethylbenzimidazolium halides and syntheses on their base

  摘要：

  Cyclization of 1-allyl-2-amino-3-acylmethylbenzimidazolium halides under alkaline conditions gave 9-allyl-substituted imidazo[1,2-a]benzimidazoles. Cyclization of the same compounds on heating in concentrated hydrobromic acid was accompanied by addition of hydrogen bromide at the exocyclic double bond. Competing cyclizations with participation of the 1-(2-bromopropyl) and 3-acylmethyl substituents in 2-imino-2,3-dihydro-1H-benzimidazole were studied. Functionalization of the imidazo[1,2-a]benzimidazole system was performed via introduction of substituents into the 3-position and replacement of bromine in the 2-bromopropyl group in the 9-position.

  DOI：

  10.1134/s1070428011090168