2-(3-bromophenyl)-2-phenylacetonitrile | 324008-21-1

• 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-(3-bromophenyl)-2-phenylacetonitrile
• CAS: 324008-21-1
• 化学式: C₁₄H₁₀BrN
• 分子量: 272.144
• InChiKey: JQELXCLMNCHMQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(3-bromophenyl)-2-phenylacetonitrile 在 吡啶 、 盐酸 、 硫化氢 、 三乙胺 作用下， 以 丙醇 为溶剂， 反应 14.0h， 生成 2-(2-{2-[(3-Bromo-phenyl)-phenyl-methyl]-thiazol-4-yl}-ethyl)-isoindole-1,3-dione
  参考文献：
  名称：

  Histamine H1 receptor ligands

  摘要：

  New 2-[2-(phenylamino)thiazol-4-yl]ethanamine and 2-(2-benzhydrylthiazol-4-yl)ethanamine derivatives were prepared and tested in vitro as H-1 receptor antagonists. The compounds with 2-phenylamino substitution with meta-halide substituents at the phenyl ring, showed weak H-1-antagonistic activity (pA(2): 4.62-5.04) and this activity was completely lost in the case of meta-methyl substituent (pA(2) < 4). When the phenylamino group was replaced by benzhydryl groups of classic antihistamines, the resulting compounds exhibited slightly improved H-1-antagonistic activity (at the meta-position pA(2): 6.38-6.15; at the para-position pA(2): 6.04-5.87). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00087-2
• 作为产物：
  描述：

  3-溴氰苄 在 三氯化铝 、 溴 作用下， 以 苯 为溶剂， 反应 1.25h， 生成 2-(3-bromophenyl)-2-phenylacetonitrile
  参考文献：
  名称：

  Histamine H1 receptor ligands

  摘要：

  New 2-[2-(phenylamino)thiazol-4-yl]ethanamine and 2-(2-benzhydrylthiazol-4-yl)ethanamine derivatives were prepared and tested in vitro as H-1 receptor antagonists. The compounds with 2-phenylamino substitution with meta-halide substituents at the phenyl ring, showed weak H-1-antagonistic activity (pA(2): 4.62-5.04) and this activity was completely lost in the case of meta-methyl substituent (pA(2) < 4). When the phenylamino group was replaced by benzhydryl groups of classic antihistamines, the resulting compounds exhibited slightly improved H-1-antagonistic activity (at the meta-position pA(2): 6.38-6.15; at the para-position pA(2): 6.04-5.87). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00087-2

文献信息

• Zn(OTf)2—catalyzed direct cyanation of benzylic alcohols—a novel synthesis of α-aryl nitriles
  作者：Palani Theerthagiri、Appaswami Lalitha

  DOI：10.1016/j.tetlet.2012.08.021

  日期：2012.10

  This work demonstrates an efficient method to prepare α-aryl nitriles by direct cyanation of benzylic alcohol with TMSCN in the presence of a catalytic amount of Zn(OTf)2 under heating condition. A variety of benzylic alcohols can be converted into the corresponding α-aryl nitriles in good to excellent yields.

  这项工作证明了一种有效的方法，可以在加热条件下，在催化量的Zn（OTf）2存在下，用TMSCN将苄醇直接氰化制备α-芳基腈。可以将各种苄醇以良好或优异的产率转化为相应的α-芳基腈。