4-[N-acetyl(thiocarbamoyl)]morpholine | 79556-47-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-[N-acetyl(thiocarbamoyl)]morpholine
• 英文别名: N-(morpholine-4-carbothioyl)acetamide
• CAS: 79556-47-1
• 化学式: C₇H₁₂N₂O₂S
• mdl: MFCD11224421
• 分子量: 188.25
• InChiKey: YAKFNYGPXYSNII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  42.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[N-acetyl(thiocarbamoyl)]morpholine 在 硫光气 、 双氧水 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 0.42h， 生成 methyl 2-methyl-5-morpholinoimidazole-4-carboxylate
  参考文献：
  名称：

  Versatile Novel Syntheses of Imidazoles

  摘要：

  A novel ring transformation/desulfurization of substituted 2-methyl-1,2,4-thiadiazolium salts 2 provides a versatile entry to imidazoles 3 with a variety of substituents. Simple one-pot procedures combine the preparation of starting 1,2,4-thiadiazolium salts 2 from N-(thiocarbonyl)-N'-methylamidines 1 or 1,2,4-dithiazolium triiodides 6 with the ring transformation/desulfurization to the imidazoles 3. Alternatively, N-(thiacarbonyl)-N'-methylamidines 1 can be transformed to imidazoles 3 or to 1-substituted imidazoles 5 via S-methylation and elimination of methylthiol. In the same manner, a new entry to 4H-imidazoles 8 could be developed.

  DOI：

  10.1021/jo970072h
• 作为产物：
  描述：

  吗啉 、 NSC-32122 以 乙醇 为溶剂， 反应 0.5h， 以42%的产率得到4-[N-acetyl(thiocarbamoyl)]morpholine
  参考文献：
  名称：

  Versatile Novel Syntheses of Imidazoles

  摘要：

  A novel ring transformation/desulfurization of substituted 2-methyl-1,2,4-thiadiazolium salts 2 provides a versatile entry to imidazoles 3 with a variety of substituents. Simple one-pot procedures combine the preparation of starting 1,2,4-thiadiazolium salts 2 from N-(thiocarbonyl)-N'-methylamidines 1 or 1,2,4-dithiazolium triiodides 6 with the ring transformation/desulfurization to the imidazoles 3. Alternatively, N-(thiacarbonyl)-N'-methylamidines 1 can be transformed to imidazoles 3 or to 1-substituted imidazoles 5 via S-methylation and elimination of methylthiol. In the same manner, a new entry to 4H-imidazoles 8 could be developed.

  DOI：

  10.1021/jo970072h