Methyl N-<1-(benzotriazol-1-yl)-2-methylpropyl>carbamate | 149681-89-0

• 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: Methyl N-<1-(benzotriazol-1-yl)-2-methylpropyl>carbamate
• 英文别名: methyl N-[1-(benzotriazol-1-yl)-2-methylpropyl]carbamate
• CAS: 149681-89-0
• 化学式: C₁₂H₁₆N₄O₂
• 分子量: 248.285
• InChiKey: PZVXIGWLYLAEHY-UHFFFAOYSA-N

物化性质

• 沸点：
  413.6±28.0 °C(predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  69
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-甲基噻吩 、 Methyl N-<1-(benzotriazol-1-yl)-2-methylpropyl>carbamate 在 zinc(II) chloride 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到5,5'-dimethyl-2,2'-(2-methyl-propane-1,1-diyl)-bis-thiophene
  参考文献：
  名称：

  Convenient novel syntheses of 1,1-bis(heteroaryl)alkanes

  摘要：

  A variety of symmetrical 1,1-bis(heteroaryl)alkanes are prepared in excellent yields from the reaction of N-(alpha-benzotriazolylalkyl)carbamate 2 (itself easily available from the condensation of benzotriazole, an aldehyde, and an alkyl carbamate) with an excess of 2-methylthiophene or 2-methylfuran. When methyl N-(alpha-benzotriazolylalkyl)carbamate 2a is treated with 1 equiv of a heterocycle, the benzo-triazolylalkyl-substituted heterocycle is formed. These intermediates react further with other heterocycles to give unsymmetrical 1, 1-bis(heteroaryl)alkanes in good yields under mild conditions.

  DOI：

  10.1021/jo00068a036
• 作为产物：
  描述：

  T406石油添加剂 、 异丁醛 、 氨基甲酸甲酯 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 以84%的产率得到Methyl N-<1-(benzotriazol-1-yl)-2-methylpropyl>carbamate
  参考文献：
  名称：

  Convenient novel syntheses of 1,1-bis(heteroaryl)alkanes

  摘要：

  A variety of symmetrical 1,1-bis(heteroaryl)alkanes are prepared in excellent yields from the reaction of N-(alpha-benzotriazolylalkyl)carbamate 2 (itself easily available from the condensation of benzotriazole, an aldehyde, and an alkyl carbamate) with an excess of 2-methylthiophene or 2-methylfuran. When methyl N-(alpha-benzotriazolylalkyl)carbamate 2a is treated with 1 equiv of a heterocycle, the benzo-triazolylalkyl-substituted heterocycle is formed. These intermediates react further with other heterocycles to give unsymmetrical 1, 1-bis(heteroaryl)alkanes in good yields under mild conditions.

  DOI：

  10.1021/jo00068a036

文献信息

• A Versatile Synthesis of 3-Substituted Indoles
  作者：Alan R. Katritzky、Linghong Xie、Darren Cundy

  DOI：10.1080/00397919508011388

  日期：1995.2

  A variety of 3-substituted indoles are prepared from 1-methyl-3-(benzotriazol-1-ylalkyl)indoles (1), which are readily available either from the condensation of 3-methylindole with N-(benzotriazol-1-ylalkyl)carbamates or from the alkylation and silylation of lithiated 1-methyl-3-(benzotriazol-1-ylmethyl)indole (2).
• Convenient novel syntheses of 1,1-bis(heteroaryl)alkanes
  作者：Alan R. Katritzky、Linghong Xie、Wei Qiang Fan

  DOI：10.1021/jo00068a036

  日期：1993.7

  A variety of symmetrical 1,1-bis(heteroaryl)alkanes are prepared in excellent yields from the reaction of N-(alpha-benzotriazolylalkyl)carbamate 2 (itself easily available from the condensation of benzotriazole, an aldehyde, and an alkyl carbamate) with an excess of 2-methylthiophene or 2-methylfuran. When methyl N-(alpha-benzotriazolylalkyl)carbamate 2a is treated with 1 equiv of a heterocycle, the benzo-triazolylalkyl-substituted heterocycle is formed. These intermediates react further with other heterocycles to give unsymmetrical 1, 1-bis(heteroaryl)alkanes in good yields under mild conditions.