maleic acid N-butylisoimide | 27396-39-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: maleic acid N-butylisoimide
• 英文别名: 5-butylimino-5H-furan-2-one；N-Butyl-2-oxo-5-imino-oxolen-(3)；N-Butyl-isomaleinimid；N-n-Butyl-isomaleimid；N-n-Butylisomaleimid；2(5H)-Furanone, 5-(butylimino)-；5-butyliminofuran-2-one
• CAS: 27396-39-0
• 化学式: C₈H₁₁NO₂
• 分子量: 153.181
• InChiKey: UTKUUODWFWHGNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2932209090

反应信息

• 作为反应物：
  描述：

  maleic acid N-butylisoimide 在 K⁽¹⁸⁾OtBu 、 重氧水 作用下， 生成 N-Butyl-<¹⁸O2>maleinsaeure-<¹⁶O>monoamid
  参考文献：
  名称：

  A Mechanism for the N,N′-Dicyclohexylcarbodiimide-Caused Dehydration of Asparagine and Maleamic Acid Derivatives

  摘要：

  DOI：

  10.1021/ja01073a051
• 作为产物：
  描述：

  N-butylmaleamic acid 在 N-甲基吗啉 、 1-丙基磷酸酐 作用下， 以 乙酸乙酯 为溶剂， 以85%的产率得到maleic acid N-butylisoimide
  参考文献：
  名称：

  Propanephosphonic Acid Anhydride–Mediated Cyclodehydration of Maleic Acid Monoamides

  摘要：

  Propanephosphonic acid anhydride (T3P) has been proposed as a novel reagent for the preparation of maleic acid isoimides from the corresponding monoamides. A series of substituted aromatic and aliphatic isoimides have been prepared in good yields. The main advantage of this synthetic method is the use of environmentally benign, cost-efficient reagents and solvents, which are also safer to handle than the ones employed previously. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2012.727060

文献信息

• Spiro-?-lactame durch [2+2]-Cycloaddition von Ketenen an Iminolactone
  作者：Martin Roth

  DOI：10.1002/hlca.19790620625

  日期：1979.9.19

  Spiro-β-lactams from [2+2]-Cycloaddition of Ketenes to Iminolactones

  酮基的[2 + 2]-环加成反应成氨基内酯的螺-β-内酰胺
• Propanephosphonic Acid Anhydride–Mediated Cyclodehydration of Maleic Acid Monoamides
  作者：Igors Klimenkovs、Eduards Bakis、Anda Priksane

  DOI：10.1080/00397911.2012.727060

  日期：2013.10.2

  Propanephosphonic acid anhydride (T3P) has been proposed as a novel reagent for the preparation of maleic acid isoimides from the corresponding monoamides. A series of substituted aromatic and aliphatic isoimides have been prepared in good yields. The main advantage of this synthetic method is the use of environmentally benign, cost-efficient reagents and solvents, which are also safer to handle than the ones employed previously. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.
• A Mechanism for the N,N′-Dicyclohexylcarbodiimide-Caused Dehydration of Asparagine and Maleamic Acid Derivatives
  作者：Rolf. Paul、Andrew S. Kende

  DOI：10.1021/ja01073a051

  日期：1964.10