methyl N-4-chlorophenyl-N-(methoxycarbonyloxy)carbamate | 1207594-15-7

• 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: methyl N-4-chlorophenyl-N-(methoxycarbonyloxy)carbamate
• 英文别名: (4-chloro-N-methoxycarbonylanilino) methyl carbonate
• CAS: 1207594-15-7
• 化学式: C₁₀H₁₀ClNO₅
• 分子量: 259.646
• InChiKey: FRRBHNXYDMAIHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl N-4-chlorophenyl-N-(methoxycarbonyloxy)carbamate 以 甲苯 为溶剂， 反应 3.0h， 以91%的产率得到methyl (4-chloro-2-((methoxycarbonyl)oxy)phenyl)carbamate
  参考文献：
  名称：

  Synthesis of Benzoxazolones from Nitroarenes or Aryl Halides

  摘要：

  A simple and effective method for the preparation of benzoxazolones from nitroarenes or aryl halides is described. Partial reduction of a nitro group in the presence of a chloroformate followed by a microwave-assisted rearrangement/ring closure sequence provides a convenient and practical procedure to prepare this important pharmacophore. Rearrangement precursors were also accessed from aryl halides through transition-metal-catalyzed coupling.

  DOI：

  10.1021/ol902885j
• 作为产物：
  描述：

  对硝基氯苯 、 氯甲酸甲酯 在 水 、 氯化铵 、 锌 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到methyl N-4-chlorophenyl-N-(methoxycarbonyloxy)carbamate
  参考文献：
  名称：

  Synthesis of Benzoxazolones from Nitroarenes or Aryl Halides

  摘要：

  A simple and effective method for the preparation of benzoxazolones from nitroarenes or aryl halides is described. Partial reduction of a nitro group in the presence of a chloroformate followed by a microwave-assisted rearrangement/ring closure sequence provides a convenient and practical procedure to prepare this important pharmacophore. Rearrangement precursors were also accessed from aryl halides through transition-metal-catalyzed coupling.

  DOI：

  10.1021/ol902885j

文献信息

• Synthesis of Benzoxazolones from Nitroarenes or Aryl Halides
  作者：Achim Porzelle、Michael D. Woodrow、Nicholas C. O. Tomkinson

  DOI：10.1021/ol902885j

  日期：2010.2.19

  A simple and effective method for the preparation of benzoxazolones from nitroarenes or aryl halides is described. Partial reduction of a nitro group in the presence of a chloroformate followed by a microwave-assisted rearrangement/ring closure sequence provides a convenient and practical procedure to prepare this important pharmacophore. Rearrangement precursors were also accessed from aryl halides through transition-metal-catalyzed coupling.