N-benzotriazol-1-ylmethyl-3-methyl-aniline | 62001-36-9

• 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: N-benzotriazol-1-ylmethyl-3-methyl-aniline
• 英文别名: N-(benzotriazol-1-ylmethyl)-3-methylaniline
• CAS: 62001-36-9
• 化学式: C₁₄H₁₄N₄
• 分子量: 238.292
• InChiKey: ADECMSOXBODSSY-UHFFFAOYSA-N

物化性质

• 熔点：
  148 °C(Solv: ethanol (64-17-5))
• 沸点：
  462.5±28.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  N-benzotriazol-1-ylmethyl-3-methyl-aniline 、 allylsamarium bromide 以 四氢呋喃 为溶剂， 反应 0.75h， 以93%的产率得到N-(but-3-en-1-yl)-3-methylaniline
  参考文献：
  名称：

  Facile Preparation of Homoallyl Amines via Reaction of N-Aminoalkylbenzotriazoles with Allylsamarium Bromide

  摘要：

  Homoallyl amines can be readily prepared in good to excellent yields via reaction of N-aminoalkylbenzotriazoles with allylsamarium bromide in THF at room temperature.

  DOI：

  10.1080/00397919608003742

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。
• Benzotriazole Mediated Synthesis of Methylenebisanilines
  作者：Alan R. Katritzky、Xiangfu Lan、Jamshed N. Lam

  DOI：10.1055/s-1990-26873

  日期：——

  Methylenebisanilines and methylenebis(N,N-dialkylaniline)s are prepared by the reactions of 1-hydroxymethylbenzotriazole with anilines and with N,N-dialkylanilines under acidic conditions. Isolation of the intermediate 4-(benzotriazol-1-ylmethyl)anilines and the N,N-dialkyl analogues and their reactions with anilines allow the efficient preparation of both symmetrical and unsymmetrical members of both product classes.

  亚甲基双苯胺和亚甲基双(N,N-二烷基苯胺)是由 1-羟甲基苯并三唑与苯胺和 N,N-二烷基苯胺在酸性条件下反应制备的。通过分离中间体 4-(苯并三唑-1-基甲基)苯胺和 N,N-二烷基类似物以及它们与苯胺的反应，可以有效地制备这两类产品的对称和不对称成员。
• Synthesis of α-Amino Unsymmetrical Diorganyl Selenides via Novel Synthetic Auxiliary Benzotriazole Promoted by Samarium Dhodide
  作者：Weiliang Bao、Yongmin Zhang、Jianqing Zhou、Yunfa Zheng

  DOI：10.1080/00397919608004637

  日期：1996.9

  Abstract α -Amino unsymmetrical diorganyl selenides are synthesized through nucleophilic substitution of a benzotriazolate anion by selenolates promoted by samarium diiodide.

  摘要 α-氨基不对称二有机硒化物是通过二碘化钐促进的硒化物对苯并三唑阴离子进行亲核取代而合成的。
• 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.