2,5-dibromo-3-(4-nitrophenyl)thiophene | 298185-75-8

• 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: 2,5-dibromo-3-(4-nitrophenyl)thiophene
• CAS: 298185-75-8
• 化学式: C₁₀H₅Br₂NO₂S
• 分子量: 363.029
• InChiKey: KTNZCIDAOKQQIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (thiophen-3-yl)trimethylstannane 、 2,5-dibromo-3-(4-nitrophenyl)thiophene 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以66%的产率得到3'-(4-nitrophenyl)-3,2':5',3''-terthiophene
  参考文献：
  名称：

  SYNTHESIS OF THIOPHENE OLIGOMERS VIA ORGANOTIN COMPOUNDS

  摘要：

  A versatile synthetic route involving the use of organotin compounds has been applied for the preparation of functionalized oligothiophenes. Substituted bithiophenes have been synthesized via the coupling reaction of 2-bromothiophenes with 3-trimethylstannylthiophene. The latter reagent couples with bromoaromatics, bromoheteroaromatics and 2,5-dibromothiophenes to give the corresponding 3-arylthiophenes, 3-heteroarylthiophenes and terthiophenes, respectively. 2-Trimethylstannylthiophene couples with 2,5-dibromo-3-arylthiophenes to give 3-aryl-alpha-terthiophenes.The structures of the new compounds were confirmed by elemental analysis, mass spectrometry, H-1- and C-13- NMR spectral data.

  DOI：

  10.1080/10426509908044969
• 作为产物：
  描述：

  3-(4-nitrophenyl)thiophene 在 溴 、 溶剂黄146 作用下， 反应 12.0h， 以60%的产率得到2,5-dibromo-3-(4-nitrophenyl)thiophene
  参考文献：
  名称：

  SYNTHESIS OF THIOPHENE OLIGOMERS VIA ORGANOTIN COMPOUNDS

  摘要：

  A versatile synthetic route involving the use of organotin compounds has been applied for the preparation of functionalized oligothiophenes. Substituted bithiophenes have been synthesized via the coupling reaction of 2-bromothiophenes with 3-trimethylstannylthiophene. The latter reagent couples with bromoaromatics, bromoheteroaromatics and 2,5-dibromothiophenes to give the corresponding 3-arylthiophenes, 3-heteroarylthiophenes and terthiophenes, respectively. 2-Trimethylstannylthiophene couples with 2,5-dibromo-3-arylthiophenes to give 3-aryl-alpha-terthiophenes.The structures of the new compounds were confirmed by elemental analysis, mass spectrometry, H-1- and C-13- NMR spectral data.

  DOI：

  10.1080/10426509908044969

文献信息

• ANTI-VIRAL COMPOUNDS
  申请人：Krueger Allan C.

  公开号：US20140364616A1

  公开（公告）日：2014-12-11

  The present invention relates to anti-HCV compounds, compositions comprising the same and methods of using the same to treat HCV infection.