4-[(3-Methylimidazol-3-ium-1-yl)methyl]benzenesulfonyl chloride;bromide | 1415026-49-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[(3-Methylimidazol-3-ium-1-yl)methyl]benzenesulfonyl chloride;bromide
• 英文别名: 4-[(3-methylimidazol-3-ium-1-yl)methyl]benzenesulfonyl chloride;bromide
• CAS: 1415026-49-1
• 化学式: Br*C₁₁H₁₂ClN₂O₂S
• 分子量: 351.651
• InChiKey: BHDPXSDGMULBEB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.71
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  51.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(3-Methylimidazol-3-ium-1-yl)methyl]benzenesulfonyl chloride;bromide 、 S-叔丁氧羰基-2-(氨基乙基)吡咯烷 以 二氯甲烷 、 乙腈 为溶剂， 反应 8.0h， 生成 tert-butyl (2S)-2-[[[4-[(3-methylimidazol-3-ium-1-yl)methyl]phenyl]sulfonylamino]methyl]pyrrolidine-1-carboxylate;bromide
  参考文献：
  名称：

  Synthesis of New Functionalized Chiral Ionic Liquid and Its Organocatalytic Asymmetric Michael Addition

  摘要：

  A novel recyclable functionalized chiral ionic liquid has been developed to promote asymmetric Michael additions of cyclohexanone to both aryl and alkyl nitroolefins in the presence of 20 mol% of organocatalyst 4 in MeOH. The process affords synthetically valuable chiral products in good yields (up to 93%) and high enantioselectivities (up to 92%). The chiral ionic liquid could be easily reused six times without remarkable decrease in yields and enantioselectivities.

  DOI：

  10.1080/00397911.2011.602498
• 作为产物：
  描述：

  N-甲基咪唑 、 4-溴甲基苯磺酰氯 以 乙腈 为溶剂， 反应 12.0h， 以41%的产率得到4-[(3-Methylimidazol-3-ium-1-yl)methyl]benzenesulfonyl chloride;bromide
  参考文献：
  名称：

  Synthesis of New Functionalized Chiral Ionic Liquid and Its Organocatalytic Asymmetric Michael Addition

  摘要：

  A novel recyclable functionalized chiral ionic liquid has been developed to promote asymmetric Michael additions of cyclohexanone to both aryl and alkyl nitroolefins in the presence of 20 mol% of organocatalyst 4 in MeOH. The process affords synthetically valuable chiral products in good yields (up to 93%) and high enantioselectivities (up to 92%). The chiral ionic liquid could be easily reused six times without remarkable decrease in yields and enantioselectivities.

  DOI：

  10.1080/00397911.2011.602498