2-amino-N,N-dimethyl-4,5,6,7-tetrahydrobenzimidazole-1-sulfonamide | 948037-99-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-amino-N,N-dimethyl-4,5,6,7-tetrahydrobenzimidazole-1-sulfonamide
• CAS: 948037-99-8
• 化学式: C₉H₁₆N₄O₂S
• 分子量: 244.318
• InChiKey: SVPWGFIBKDHLQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  89.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-N,N-dimethyl-4,5,6,7-tetrahydrobenzimidazole-1-sulfonamide 在 水 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以70%的产率得到(3aS,7aR)-2-(dimethylsulfamoylamino)-3a,7a-dihydroxy-4,5,6,7-tetrahydro-1H-benzimidazole
  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‐N,N‐dimethyl‐4,5,6,7‐tetrahydro‐1H‐benzimidazole‐1‐sulfonamide 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以100%的产率得到2-amino-N,N-dimethyl-4,5,6,7-tetrahydrobenzimidazole-1-sulfonamide
  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

文献信息

• Oxidative reactions of tetrahydrobenzimidazole derivatives with N-sulfonyloxaziridines
  作者：Rasapalli Sivappa、Panduka Koswatta、Carl J. Lovely

  DOI：10.1016/j.tetlet.2007.06.088

  日期：2007.8

  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.