2-[(2-amino-5-bromophenyl)ethynyl]-4,6-dibromophenylamine | 543740-87-0

• 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-[(2-amino-5-bromophenyl)ethynyl]-4,6-dibromophenylamine
• 英文别名: 2-[2-(2-Amino-5-bromophenyl)ethynyl]-4,6-dibromobenzenamine；2-[2-(2-amino-5-bromophenyl)ethynyl]-4,6-dibromoaniline
• CAS: 543740-87-0
• 化学式: C₁₄H₉Br₃N₂
• 分子量: 444.951
• InChiKey: MMVHGICRACEFFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  508.1±50.0 °C(Predicted)
• 密度：
  2.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(2-amino-5-bromophenyl)ethynyl]-4,6-dibromophenylamine 在 potassium hydride 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 1.0h， 以62%的产率得到4-bromo-2-(5,7-dibromo-1H-indol-2-yl)aniline
  参考文献：
  名称：

  Synthesis of polyfunctional indoles and related heterocycles mediated by cesium and potassium bases

  摘要：

  A general preparation of 2-substituted indoles starting from functionalized 2-alkynylanilines has been developed. This base mediated reaction has also been used to synthesize the heterocyclic core of the marine alkaloid hinckdentine A. Furthermore the reaction was successfully adapted to the solid phase. Benzofurans and isoindolones could also be prepared with this method. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00073-5
• 作为产物：
  描述：

  2,4-二溴苯胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四丁基氟化铵 、 碘 、 silver sulfate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 10.0h， 生成 2-[(2-amino-5-bromophenyl)ethynyl]-4,6-dibromophenylamine
  参考文献：
  名称：

  Synthesis of polyfunctional indoles and related heterocycles mediated by cesium and potassium bases

  摘要：

  A general preparation of 2-substituted indoles starting from functionalized 2-alkynylanilines has been developed. This base mediated reaction has also been used to synthesize the heterocyclic core of the marine alkaloid hinckdentine A. Furthermore the reaction was successfully adapted to the solid phase. Benzofurans and isoindolones could also be prepared with this method. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00073-5

文献信息

• Synthesis of polyfunctional indoles and related heterocycles mediated by cesium and potassium bases
  作者：Christopher Koradin、Wolfgang Dohle、Alain L Rodriguez、Bertram Schmid、Paul Knochel

  DOI：10.1016/s0040-4020(03)00073-5

  日期：2003.2

  A general preparation of 2-substituted indoles starting from functionalized 2-alkynylanilines has been developed. This base mediated reaction has also been used to synthesize the heterocyclic core of the marine alkaloid hinckdentine A. Furthermore the reaction was successfully adapted to the solid phase. Benzofurans and isoindolones could also be prepared with this method. (C) 2003 Elsevier Science Ltd. All rights reserved.