1-Benzyl-4,5,6,7-tetrahydrobenzimidazol-2-amine | 948037-98-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-Benzyl-4,5,6,7-tetrahydrobenzimidazol-2-amine
• CAS: 948037-98-7
• 化学式: C₁₄H₁₇N₃
• 分子量: 227.309
• InChiKey: KNGINBOZCHQMOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Benzyl-4,5,6,7-tetrahydrobenzimidazol-2-amine 在 (R)-2-benzenesulfonyl-3-phenyl-oxaziridine 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以59%的产率得到2-Amino-3-benzyl-1,3-diazaspiro[4.4]non-1-en-4-one
  参考文献：
  名称：

  Oxidative reactions of tetrahydrobenzimidazole derivatives with N-sulfonyloxaziridines

  摘要：

  An investigation of the utility of N-sulfonyloxaziridines to effect the oxidative rearrangement of tetrahydrobenzimidazoles to spiro fused 5-imidazolones is reported. In addition to the anticipated rearrangement manifold, it was found that 2-amino substituted derivatives afford products resulting from rearrangement, or alternatively from addition of methanol or water depending on the nature of the N-substituents and reaction conditions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.088
• 作为产物：
  描述：

  2-azido-1-benzyl-4,5,6,7-tetrahydro-1H-benzo[d]imidazole 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以98%的产率得到1-Benzyl-4,5,6,7-tetrahydrobenzimidazol-2-amine
  参考文献：
  名称：

  Oxidative reactions of tetrahydrobenzimidazole derivatives with N-sulfonyloxaziridines

  摘要：

  An investigation of the utility of N-sulfonyloxaziridines to effect the oxidative rearrangement of tetrahydrobenzimidazoles to spiro fused 5-imidazolones is reported. In addition to the anticipated rearrangement manifold, it was found that 2-amino substituted derivatives afford products resulting from rearrangement, or alternatively from addition of methanol or water depending on the nature of the N-substituents and reaction conditions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.088