2-(4-chlorophenyl)thiophen-3-amine hydrochloride | 1318073-64-1

• 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: 2-(4-chlorophenyl)thiophen-3-amine hydrochloride
• 英文别名: 2-(4-chlorophenyl)thiophen-3-amine;hydrochloride
• CAS: 1318073-64-1
• 化学式: C₁₀H₈ClNS*ClH
• 分子量: 246.16
• InChiKey: KWRXCICADFRBBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  14
• 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：
  54.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-溴氯苯 、 potassium 3-aminothiophene-2-carboxylate 在 1,1'-双(二苯基膦)二茂铁 、 四丁基溴化铵 、 palladium dichloride 、 盐酸 作用下， 以 N-甲基吡咯烷酮 、 N,N-二甲基甲酰胺 、 乙酸乙酯 为溶剂， 反应 16.0h， 以77%的产率得到2-(4-chlorophenyl)thiophen-3-amine hydrochloride
  参考文献：
  名称：

  A Practical Synthesis of Biaryls via a Thermal Decarboxylative Pd-Catalyzed Cross-Coupling Reaction Operating at Moderate Temperature

  摘要：

  The palladium-catalyzed decarboxylative cross-coupling of aminothiophene carboxylate and 1-bromo-4-chlorobenzene to produce 3-amino-2-(4-chlorophenyl)thiophene (2) is described. The cross-coupling proceeds under relatively mild conditions using catalytic Pd(0) and TBAB. Through use of a mixed-solvent system of DMF and NMP, it was possible to operate the cross-coupling system at 80 degrees C. An assessment of carbon dioxide liberation, which provides insight into the reaction operating parameters, is also discussed.

  DOI：

  10.1021/op200030t

文献信息

• A Practical Synthesis of Biaryls via a Thermal Decarboxylative Pd-Catalyzed Cross-Coupling Reaction Operating at Moderate Temperature
  作者：David Mitchell、David M. Coppert、Humphrey A. Moynihan、Kurt T. Lorenz、Marie Kissane、Orla A. McNamara、Anita R. Maguire

  DOI：10.1021/op200030t

  日期：2011.9.16

  The palladium-catalyzed decarboxylative cross-coupling of aminothiophene carboxylate and 1-bromo-4-chlorobenzene to produce 3-amino-2-(4-chlorophenyl)thiophene (2) is described. The cross-coupling proceeds under relatively mild conditions using catalytic Pd(0) and TBAB. Through use of a mixed-solvent system of DMF and NMP, it was possible to operate the cross-coupling system at 80 degrees C. An assessment of carbon dioxide liberation, which provides insight into the reaction operating parameters, is also discussed.