N-(Benzotriazol-1-yl-phenyl-methyl)-N-methyl-acetamide | 147227-64-3

• 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-yl-phenyl-methyl)-N-methyl-acetamide
• 英文别名: N-[1H-1,2,3-Benzotriazol-1-yl(phenyl)methyl]-N-methylacetamide；N-[benzotriazol-1-yl(phenyl)methyl]-N-methylacetamide
• CAS: 147227-64-3
• 化学式: C₁₆H₁₆N₄O
• 分子量: 280.329
• InChiKey: OPGYUAGTJQHQME-UHFFFAOYSA-N

物化性质

• 沸点：
  498.6±45.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  51
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(Benzotriazol-1-yl-phenyl-methyl)-N-methyl-acetamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以82%的产率得到N-苄基-N-乙基甲氨
  参考文献：
  名称：

  The conversion of secondary into tertiary amides using benzotriazole methodology

  摘要：

  N-Alkyl-N-[1-(benzotriazol-1-yl)alkyl]amides, easily prepared from benzotriazole, an aldehyde, and a secondary amide, react readily with organozinc reagents to give tertiary amides in moderate to good yields. They are also reduced by LiAlH4 to afford tertiary amines.

  DOI：

  10.1021/jo00060a025
• 作为产物：
  描述：

  N-甲基乙酰胺 、 T406石油添加剂 、 苯甲醛 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以34%的产率得到N-(Benzotriazol-1-yl-phenyl-methyl)-N-methyl-acetamide
  参考文献：
  名称：

  The conversion of secondary into tertiary amides using benzotriazole methodology

  摘要：

  N-Alkyl-N-[1-(benzotriazol-1-yl)alkyl]amides, easily prepared from benzotriazole, an aldehyde, and a secondary amide, react readily with organozinc reagents to give tertiary amides in moderate to good yields. They are also reduced by LiAlH4 to afford tertiary amines.

  DOI：

  10.1021/jo00060a025

文献信息

• Preparation of β<i>-</i>Amido Ketones and Aldehydes via Amidoalkylation of Enamines, Enol Silyl Ethers, and Vinyl Ethers
  作者：Alan R. Katritzky、Yunfeng Fang、Alina Silina

  DOI：10.1021/jo990608u

  日期：1999.10.1

  Novel syntheses of beta-amidoalkyl ketones and aldehydes via amidoalkylations of enamines, silyl enol ethers, and vinyl. ethers with N-(1-benzotriazol-1-ylalkyl)amides are described.
• The conversion of secondary into tertiary amides using benzotriazole methodology
  作者：Alan R. Katritzky、Guowei Yao、Xiangfu Lan、Xiaohong Zhao

  DOI：10.1021/jo00060a025

  日期：1993.4

  N-Alkyl-N-[1-(benzotriazol-1-yl)alkyl]amides, easily prepared from benzotriazole, an aldehyde, and a secondary amide, react readily with organozinc reagents to give tertiary amides in moderate to good yields. They are also reduced by LiAlH4 to afford tertiary amines.