α,N-Diphenyl-1H-benzotriazole-1-methanamine | 142943-95-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: α,N-Diphenyl-1H-benzotriazole-1-methanamine
• 英文别名: N-[1H-1,2,3-Benzotriazol-1-yl(phenyl)methyl]aniline；N-[benzotriazol-1-yl(phenyl)methyl]aniline
• CAS: 142943-95-1
• 化学式: C₁₉H₁₆N₄
• 分子量: 300.363
• InChiKey: YMTDQMJMCNVZCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  42.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  α,N-Diphenyl-1H-benzotriazole-1-methanamine 以68%的产率得到
  参考文献：
  名称：

  Huang Ke-Xin, Du Shao-Bin, Fan Wei-Qiang, Youji huaxue (Org. Chem), 13 (1993) N 5, S 513-517

  摘要：

  DOI：
• 作为产物：
  描述：

  T406石油添加剂 、 苯甲醛 、 苯胺 以89%的产率得到
  参考文献：
  名称：

  Wang Jin, Du Shaobin, Huaxue shiji (Chem. Reagents.), 15 (1993) N 1, S 19-20, 30

  摘要：

  DOI：

文献信息

• Nucleophilic substitution reactions of aminoalkylbenzotriazoles with ytterbium metal umpoled diaryl ketones
  作者：Weike Su、Bibo Yang、Yongmin Zhang

  DOI：10.1016/s0040-4039(02)00235-6

  日期：2002.3

  The reaction of diaryl ketones such as benzophenone with aminoalkylbenzotriazoles in the presence of ytterbium metal at room temperature has been found to give 2-amino alcohols in good yields under mild and neutral conditions.

  已经发现，在aryl金属的存在下，在室温下，二芳基酮如二苯甲酮与氨基烷基苯并三唑的反应在温和和中性条件下以良好的产率得到了2-氨基醇。
• Reactions of N-Alkyl-N-phenyl-1H-benzotriazole-1-methanamines with N-Vinylamides and N-Vinylcarbazole. A Convenient Synthesis of 4-(Dialkylamino)tetrahydroquinolines
  作者：Alan R. Katritzky、Bogumila Rachwal、Stanislaw Rachwal

  DOI：10.1021/jo00118a014

  日期：1995.6

  Reactions of N-alkyl-N-phenyl-1H-benzotriazole-1-methanamines 1 with N-vinyl-2-pyrrolidinone and with N-vinyl-N-methylacetamide give 4-(2-pyrrolidinon-1-yl)- and 4-(N-methylacetamido-N-yl)-1,2,3 ,4-tetrahydroquinolines (5 and 32), respectively. In a reaction with N-vinyl-2-pyrrolidinone, alpha-alkyl (11) and alpha-aryl(18) derivatives of 1 stereoselectively give cis-2,4-disubstituted tetrahydroquinolines 16 and 21, respectively. The 2-pyrrolidinon-1-yl and acetamido-N-yl substituents in the products are reduced with lithium aluminum hydride to the corresponding amino groups. Similar reactions of N-phenyl-1H-benzotriazole-1-methanamines 1 with 9-vinylcarbazole (40) lead to the corresponding 4-(carbazol-9-yl)-1,2,3,4-tetrahydroquinolines (41 and 42) and/or analogous 4-(benzotriazol-1-yl) or 4-(benzotriazol-2-yl) derivatives (37, 38, 43, and 44), depending on the nature of the starting material and the reaction conditions. By commencing with aniline derivatives in which the nitrogen atom is built into a heterocyclic system, this method allows for the addition of a another ring to the system, as exemplified by the conversion of phenothiazine into 46 and [3,1]benzoxazine into 49, 52, and 53.
• Facile Preparation of Homoallyl Amines via Reaction of N-Aminoalkylbenzotriazoles with Allylsamarium Bromide
  作者：Junquan Wang、Jianqin Zhou、Yongmin Zhang

  DOI：10.1080/00397919608003742

  日期：1996.9

  Homoallyl amines can be readily prepared in good to excellent yields via reaction of N-aminoalkylbenzotriazoles with allylsamarium bromide in THF at room temperature.
• Huang Ke-Xin, Du Shao-Bin, Fan Wei-Qiang, Youji huaxue (Org. Chem), 13 (1993) N 5, S 513-517
  作者：Huang Ke-Xin, Du Shao-Bin, Fan Wei-Qiang

  DOI：——

  日期：——
• Wang Jin, Du Shaobin, Huaxue shiji (Chem. Reagents.), 15 (1993) N 1, S 19-20, 30
  作者：Wang Jin, Du Shaobin

  DOI：——

  日期：——