1-(4-fluorobenzyl)-N-benzyl-1H-benzo[d]imidazol-2-amine | 225117-51-1

• 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-(4-fluorobenzyl)-N-benzyl-1H-benzo[d]imidazol-2-amine
• 英文别名: N-benzyl-1-[(4-fluorophenyl)methyl]benzimidazol-2-amine
• CAS: 225117-51-1
• 化学式: C₂₁H₁₈FN₃
• 分子量: 331.392
• InChiKey: LEBHZZXYCILPTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苄胺 、 1-(4-氟苄基)-2-氯苯并咪唑 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 120.0h， 以83%的产率得到1-(4-fluorobenzyl)-N-benzyl-1H-benzo[d]imidazol-2-amine
  参考文献：
  名称：

  The high-pressure SNAr reaction of N-p-Fluorobenzyl-2-chlorobenzimidazole with amines; an approach to norastemizole and analogues

  摘要：

  N-p-fluorobenzyl-2-chlorobenzimidazole was treated under hyperbaric conditions with a variety of primary and secondary amines. The resulting SNAr reaction proceeded smoothly to produce excellent yields of adducts in most cases. This methodology provides rapid access to astemizole, norastemizole and related analogues. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00290-7

文献信息

• Regioselective N-Alkylation of 2-Aminoimidazoles with Alcohols to 2-(N-Alkylamino)imidazoles Catalyzed by the [Cp*IrCl2]2/K2CO3 System
  作者：Feng Li、Qikai Kang、Haixia Shan、Lin Chen、Jianjiang Xie

  DOI：10.1002/ejoc.201200698

  日期：2012.9

  The direct N-alkylation of 2-aminoimidazoles to give the corresponding 2-(N-alkylamino)imidazoles was accomplished using alcohols as alkylating agents in the presence of a [Cp*IrCl2]2/K2CO3 system. The iridium-catalyzed regioselective reaction is simple, efficient, general, and environmentally benign.

  在 [Cp*IrCl2]2/K2CO3 系统存在下，使用醇作为烷基化剂，完成 2-氨基咪唑的直接 N-烷基化以得到相应的 2-(N-烷基氨基)咪唑。铱催化的区域选择性反应简单、高效、通用且对环境无害。
• The high-pressure SNAr reaction of N-p-Fluorobenzyl-2-chlorobenzimidazole with amines; an approach to norastemizole and analogues
  作者：Ian C. Barrett、Michael A. Kerr

  DOI：10.1016/s0040-4039(99)00290-7

  日期：1999.3

  N-p-fluorobenzyl-2-chlorobenzimidazole was treated under hyperbaric conditions with a variety of primary and secondary amines. The resulting SNAr reaction proceeded smoothly to produce excellent yields of adducts in most cases. This methodology provides rapid access to astemizole, norastemizole and related analogues. (C) 1999 Elsevier Science Ltd. All rights reserved.