N-isopropyl-(N-methyl-N-phenylamino)acetamide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-isopropyl-(N-methyl-N-phenylamino)acetamide
• 英文别名: 2-(N-methylanilino)-N-propan-2-ylacetamide
• 化学式: C₁₂H₁₈N₂O
• mdl: MFCD00971086
• 分子量: 206.288
• InChiKey: GWINHBVXFIHHII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基-N-苯基苯并三唑甲胺 、 异氰酸异丙酯 在 samarium diiodide 、 2-(N-Methylanilinomethyl)-benzotriazol 作用下， 以 四氢呋喃 为溶剂， 以68%的产率得到N-isopropyl-(N-methyl-N-phenylamino)acetamide
  参考文献：
  名称：

  N-(α-Aminoalkyl)benzotriazoles:  Novel “Nonstabilized” α-Aminocarbanion Synthons

  摘要：

  C-Benzotriazole bonds were selectively transformed to give the corresponding alpha-aminocarbanions when N-(alpha-aminoalkyl)benzotriazoles were reacted with either Li/LiBr or SmI2 in the presence of representative electrophiles. The ranges of applicability of the two reagents complement each other, and together the two protocols provide a general route from readily available crystalline starting materials to a variety of ''nonstabilized'' alpha-aminocarbanions that can be trapped in moderate to good yields.

  DOI：

  10.1021/jo962247d

文献信息

• Tosylmethylamines as “Nonstabilized” α-Aminocarbanion Synthon Equivalents:  Advantages and Limitations
  作者：Alan R. Katritzky、Daming Feng、Ming Qi

  DOI：10.1021/jo970733a

  日期：1997.9.1

  Tosylmethylamines (1) are advantageous synthon equivalents for ''nonstabilized'' alpha-aminocarbanions of aromatic amines, Clean reactions and high yields are observed provided one-step procedures are utilized: the intermediate ''nonstabilized'' alpha-aminocarbanions are of low stability, Reactions formally involving dianions from bis(tosylmethyl)-substituted amines have also been achieved.
• <i>N</i>-(α-Aminoalkyl)benzotriazoles:  Novel “Nonstabilized” α-Aminocarbanion Synthons
  作者：Alan R. Katritzky、Ming Qi、Daming Feng、Daniel A. Nichols

  DOI：10.1021/jo962247d

  日期：1997.6.13

  C-Benzotriazole bonds were selectively transformed to give the corresponding alpha-aminocarbanions when N-(alpha-aminoalkyl)benzotriazoles were reacted with either Li/LiBr or SmI2 in the presence of representative electrophiles. The ranges of applicability of the two reagents complement each other, and together the two protocols provide a general route from readily available crystalline starting materials to a variety of ''nonstabilized'' alpha-aminocarbanions that can be trapped in moderate to good yields.