5-allyl-1-dimethylsulfamoyl-4-iodo-1H-imidazole | 543719-39-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-allyl-1-dimethylsulfamoyl-4-iodo-1H-imidazole
• 英文别名: 4-iodo-N,N-dimethyl-5-prop-2-enylimidazole-1-sulfonamide
• CAS: 543719-39-7
• 化学式: C₈H₁₂IN₃O₂S
• 分子量: 341.173
• InChiKey: MQYJWYQIADAOIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-allyl-1-dimethylsulfamoyl-4-iodo-1H-imidazole 在 Grubbs catalyst first generation 乙基溴化镁 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 16.5h， 生成 4,5-dihydro-1-dimethylsulfamoyl-1H-benzimidazole
  参考文献：
  名称：

  Synthesis of fused bicyclic imidazoles by ring-closing metathesis

  摘要：

  The preparation of a number of dienylimidazole via chemoselective metal-halogen exchange and their utility in ring-closing metathesis is described. Essentially all regioisomeric permutations participate in metathesis with the notable exception of 4-vinyl-5-allylimidazoles, provided that the imidazole N3 atom is protonated. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02864-2
• 作为产物：
  描述：

  N,N-二甲基-4,5-二碘-1H-咪唑-1-磺酰胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 反应 2.75h， 以73%的产率得到5-allyl-1-dimethylsulfamoyl-4-iodo-1H-imidazole
  参考文献：
  名称：

  Design and novel synthesis of aryl-heteroaryl-imidazole MAP kinase inhibitors

  摘要：

  Inhibitors of the MAP kinase p38, potentially useful for the treatment of rheumatoid arthritis and inflammatory diseases, were found to exhibit antifungal activity. We have developed a new diversity-oriented strategy leading to concise and efficient syntheses of known and new members of this compound class. The strategy is based on carbon-carbon cross-coupling reactions using N-protected 4,5-diiodo-irrtidazoles as the starting templates. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01834-3

文献信息

• Ring Closing Metathesis Reactions of Imidazole Derivatives
  作者：Carl J. Lovely、Yingzhong Chen、E. Vindana Ekanayake

  DOI：10.3987/com-07-s(w)83

  日期：——