2-叠氮基-5-硝基噻唑 | 1040917-75-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-叠氮基-5-硝基噻唑
• 英文名称: 2-azido-5-nitrothiazole
• 英文别名: 2-Azido-5-nitro-1,3-thiazole；2-azido-5-nitro-1,3-thiazole
• CAS: 1040917-75-6
• 化学式: C₃HN₅O₂S
• 分子量: 171.139
• InChiKey: TZNUFGZVTGMKLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-溴-5-硝基噻唑 在 1-butyl-3-methylimidazolium azide 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.5h， 以73.1%的产率得到2-叠氮基-5-硝基噻唑
  参考文献：
  名称：

  Ionic Liquids/[bmim][N₃] Mixtures: Promising Media for the Synthesis of Aryl Azides by S_NAr

  摘要：

  The nucleophilic aromatic substitution of some activated aryl or heteroaryl halides has been performed in ionic liquid solution, using the 1-butyl-3-methylimidazolium azide as a nucleophile. The reaction course was studied varying the structures of both substrates and ionic liquids. In particular, in the latter case, the reaction of 2-bromo-5-nitrothiophene was carried out in five different ionic liquids ([bmim][BF4], [bmim] [PF6], [bmim] [NTf2], [bm(2)im] [NTf2], and [bmpyrr] [NTf2]). Finally, for all the substrates considered, a comparison with data obtained in MeOH solution in the presence of NaN3 was also performed. Data collected indicate that in some cases it is possible to obtain aromatic or heteroaromatic azide derivatives in satisfactory yield by means of a SNAr reaction using [bmim][N-3] as the nucleophile.

  DOI：

  10.1021/jo800676d