N-benzyl-3-methylsalicylamide | 53658-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzyl-3-methylsalicylamide
• 英文别名: Ar3OH；2-hydroxy-3-methyl-benzoic acid benzylamide；2-Hydroxy-3-methyl-benzoesaeure-benzylamid；N-benzyl-2-hydroxy-3-methylbenzamide
• CAS: 53658-16-5
• 化学式: C₁₅H₁₅NO₂
• mdl: MFCD02114391
• 分子量: 241.29
• InChiKey: JJZJBFFXFHKIBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-二氟硝基苯 、 N-benzyl-3-methylsalicylamide 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以88%的产率得到10-benzyl-4-methyl-7-nitrodibenzo[b,f][1,4]oxazepin-11-(10H)-one
  参考文献：
  名称：

  Regioselective Synthesis of Fused Oxazepinone Scaffolds through One-Pot Smiles Rearrangement Tandem Reaction

  摘要：

  The paper describes a convenient and facile methodology for the regioselective synthesis of fused oxazepinone scaffolds. This process is an efficient construction of the oxazepinone scaffold by a one-pot coupling/Smiles rearrangement/cyclization approach. This transition metal-free process has potential applications in the synthesis of biologically and medicinally relevant compounds.

  DOI：

  10.1021/co2001058
• 作为产物：
  描述：

  2-乙酰基-3-甲基苯甲酸 在 氯化铵 作用下， 300.0 ℃ 、2.27 kPa 条件下， 生成 N-benzyl-3-methylsalicylamide
  参考文献：
  名称：

  Baker et al., Journal of the Chemical Society, 1951, p. 201,207

  摘要：

  DOI：

文献信息

• One-Pot Synthesis of Fused Pyridazino[4,5-b][1,4]oxazepine-diones via Smiles Rearrangement
  作者：Chen Ma、Yanli Liu、Ying Ma、Chunjing Zhan、Aiping Huang

  DOI：10.1055/s-0031-1290073

  日期：2012.1

  Fused pyridazino[4,5-b][1,4]oxazepine-diones were easily obtained in moderate to excellent yields via Smiles rearrangement. The synthetic approach is supported by a one-pot couplingSmiles rearrangement-cyclization process. This process has potential applications in the synthesis of biologically and medicinally relevant compounds.

  通过 Smiles 重排，可以很容易地以中等至优异的产率获得稠合哒嗪并 [4,5-b][1,4] 氧氮杂二酮。合成方法由一锅偶联Smiles重排环化过程支持。该过程在生物和医学相关化合物的合成中具有潜在的应用。
• Lewis Base Assisted Brønsted Base Catalysis: Bidentate Phosphine Oxides as Activators and Modulators of Brønsted Basic Lanthanum-Aryloxides
  作者：Hiroyuki Morimoto、Tatsuhiko Yoshino、Takafumi Yukawa、Gang Lu、Shigeki Matsunaga、Masakatsu Shibasaki

  DOI：10.1002/anie.200803682

  日期：2008.11.10
• Baker et al., Journal of the Chemical Society, 1951, p. 201,207
  作者：Baker et al.

  DOI：——

  日期：——
• Regioselective Synthesis of Fused Oxazepinone Scaffolds through One-Pot Smiles Rearrangement Tandem Reaction
  作者：Yanli Liu、Chunxiao Chu、Aiping Huang、Chunjing Zhan、Ying Ma、Chen Ma

  DOI：10.1021/co2001058

  日期：2011.9.12

  The paper describes a convenient and facile methodology for the regioselective synthesis of fused oxazepinone scaffolds. This process is an efficient construction of the oxazepinone scaffold by a one-pot coupling/Smiles rearrangement/cyclization approach. This transition metal-free process has potential applications in the synthesis of biologically and medicinally relevant compounds.