N-(1,3-benzodioxol-5-yl)-N-methylformamide | 142212-09-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-(1,3-benzodioxol-5-yl)-N-methylformamide
• CAS: 142212-09-7
• 化学式: C₉H₉NO₃
• 分子量: 179.175
• InChiKey: LSTBRUZZZXOBPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  胡椒醛 、 N-methyl-N-((p-nitrobenzenesulfonyl)oxy)amine 以 氘代氯仿 为溶剂， 反应 6.0h， 生成 N-methylbenzo[d][1,3]dioxole-5-carboxamide 、 N-(1,3-benzodioxol-5-yl)-N-methylformamide
  参考文献：
  名称：

  Cationic carbon to nitrogen rearrangements in the reactions of N-(sulfonyloxy)amines with aldehydes

  摘要：

  A series of aromatic and aliphatic aldehydes was reacted with N-((p-nitrobenzenesulfonyl)oxy)methylamine in chloroform. Products resulting from both carbon migration and hydride migration to nitrogen were isolated. The ratios of carbon to hydride migration products were used to clarify the reaction mechanism. The results support a two-step process in which cationic carbon to nitrogen rearrangement is rate determining.

  DOI：

  10.1021/jo00042a032

文献信息

• Cationic carbon to nitrogen rearrangements in the reactions of N-(sulfonyloxy)amines with aldehydes
  作者：Robert V. Hoffman、James M. Salvador

  DOI：10.1021/jo00042a032

  日期：1992.7

  A series of aromatic and aliphatic aldehydes was reacted with N-((p-nitrobenzenesulfonyl)oxy)methylamine in chloroform. Products resulting from both carbon migration and hydride migration to nitrogen were isolated. The ratios of carbon to hydride migration products were used to clarify the reaction mechanism. The results support a two-step process in which cationic carbon to nitrogen rearrangement is rate determining.