4-methyl-2-oxo-1-oxaspiro[4.5]dec-3-ene-3-carboxamide | 34494-93-4

• 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: 4-methyl-2-oxo-1-oxaspiro[4.5]dec-3-ene-3-carboxamide
• CAS: 34494-93-4
• 化学式: C₁₁H₁₅NO₃
• 分子量: 209.245
• InChiKey: JRQYRNAZCGVRCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methyl-2-oxo-1-oxaspiro[4.5]dec-3-ene-3-carboxamide 在 甲醇 、 magnesium 作用下， 反应 8.0h， 以92%的产率得到4-methyl-2-oxo-1-oxaspiro[4.5]decane-3-carboxamide
  参考文献：
  名称：

  Selective reduction of C=C bond in iminolactone ring by a system magnesium–methanol

  摘要：

  DOI：

  10.1134/s1070428016050262
• 作为产物：
  描述：

  N-(3-carbamoyl-4-methyl-1-oxaspiro[4.5]dec-3-en-2-ylidene)methanaminium iodide 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以84%的产率得到4-methyl-2-oxo-1-oxaspiro[4.5]dec-3-ene-3-carboxamide
  参考文献：
  名称：

  Synthesis of new derivatives of 2-imino-2,5-dihydrofurans

  摘要：

  通过使用几种高效方法，从易得的2-亚亚胺-2,5-二氢呋喃合成了新的N-取代的2-亚亚胺-2,5-二氢呋喃。所有新化合物均通过核磁共振和红外光谱数据以及元素分析进行了表征。

  DOI：

  10.1515/hc-2012-0113

文献信息

• One-pot two-step synthesis of 2,5-dihydro-2-oxofuran-3-carboxamides
  作者：Gayane Tokmajyan、Lusine Karapetyan

  DOI：10.1515/hc-2014-0023

  日期：2014.4.1

  2,5-Dihydro-2-oxofuran-3-carboxamides were synthesized by a one-pot two-step reaction catalyzed by sodium methoxide. Readily available tertiary α-hydroxyketones were condensed with substituted cyanoacetamides to give 2-imino-2,5-dihydrofuran-3-carboxamides that, without isolation, were hydrolized to the title products.

  2,5-二氢-2-氧基呋喃-3-羧酰胺通过一锅两步反应合成，该反应由甲氧基钠催化。易得的三级α-羟基酮与取代的氰基乙酰胺缩合，得到2-亚氨基-2,5-二氢呋喃-3-羧酰胺，而无需分离，即可水解为所述产物。
• Synthesis of New Polyconjugated Systems Containing Iminodihydrofuran and Benzene Rings
  作者：L. V. Karapetyan、G. G. Tokmajyan

  DOI：10.1134/s1070428021040230

  日期：2021.4

  Abstract New polyconjugated systems containing iminodihydrofuran and benzene rings were successfully synthesized by reaction of 2-imino-2,5-dihydrofuran-3-carboxamide with 4-aminobenzohydrazide in acetic acid.

  摘要 通过2-亚氨基-2,5-二氢呋喃-3-羧酰胺与4-氨基苯并肼在乙酸中的反应成功地合成了包含亚氨基二氢呋喃和苯环的新的共轭体系。
• Interaction of 2-Imino-2,5-dihydrofuran-3-carboxamides with Anthranilic Acid
  作者：L. V. Karapetyan、G. G. Tokmajyan

  DOI：10.1134/s1070428020080217

  日期：2020.8

  New derivatives of 2-N-substituted iminodihydrofurans have been synthesized by the reaction of 2-imino-2,5-dihydrofuran-3-carboxamides with anthranilic acid in glacial acetic acid. Boiling the synthesized 2-N-substituted iminodihydrofurans with anthranilic acid in aqueous 80% acetic acid gave different derivatives of unsaturated gamma-lactones, depending on the 5-substituent in the iminodihydrofuran ring. The latter have been obtained by boiling of 2-imino-2,5-dihydrofuran-3-carboxamides with anthranilic acid in aqueous 80% acetic acid, too.