2-[(aminocarbonyl)methyl]-3-(4-methoxyphenyl)-5-morpholino-1,2,4-thiadiazolium iodide | 189453-11-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[(aminocarbonyl)methyl]-3-(4-methoxyphenyl)-5-morpholino-1,2,4-thiadiazolium iodide
• 英文别名: 2-[3-(4-Methoxyphenyl)-5-morpholin-4-yl-1,2,4-thiadiazol-2-ium-2-yl]acetamide;iodide
• CAS: 189453-11-0
• 化学式: C₁₅H₁₉N₄O₃S*I
• 分子量: 462.311
• InChiKey: PWGAANBPPSAVKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.57
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[(aminocarbonyl)methyl]-3-(4-methoxyphenyl)-5-morpholino-1,2,4-thiadiazolium iodide 在 三乙胺 作用下， 以 甲醇 为溶剂， 以95%的产率得到2-(aminocarbonyl)-4-(4-methoxyphenyl)-6-morpholino-2H-1,3,5-thiadiazine
  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：

  4-morpholine 在 硫光气 、 碘 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 0.42h， 生成 2-[(aminocarbonyl)methyl]-3-(4-methoxyphenyl)-5-morpholino-1,2,4-thiadiazolium iodide
  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

文献信息

• Versatile Novel Syntheses of Imidazoles
  作者：Andreas Rolfs、Jürgen Liebscher

  DOI：10.1021/jo970072h

  日期：1997.5.1

  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.