4-甲氧基-N-[(4-甲基-1-哌嗪基)硫代甲酰]苯甲酰胺 | 189452-07-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-甲氧基-N-[(4-甲基-1-哌嗪基)硫代甲酰]苯甲酰胺
• 中文别名: D-苏-2-五酮糖,1,5-二脱氧-,环3,4-硫酸酯(9CI)
• 英文名称: 4-[N-(4-methoxybenzoyl)(thiocarbamoyl)]-4-methylpiperazine
• 英文别名: 4-Methoxy-N-[(4-methyl-1-piperazinyl)carbothioyl]benzamide；4-methoxy-N-(4-methylpiperazine-1-carbothioyl)benzamide
• CAS: 189452-07-1
• 化学式: C₁₄H₁₉N₃O₂S
• 分子量: 293.39
• InChiKey: BDZBDADKDGWRAF-UHFFFAOYSA-N

物化性质

• 密度：
  1.222±0.06 g/cm3(Predicted)
• 溶解度：
  >44 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  76.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-甲氧基-N-[(4-甲基-1-哌嗪基)硫代甲酰]苯甲酰胺 在 硫光气 、 碘 、 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 1.42h， 生成 methyl 2-(4-methoxyphenyl)-5-(1-methylpiperazin-4-yl)imidazole-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：

  N-甲基哌嗪 、 potassium thioacyanate 、 对甲氧基苯甲酰氯 生成 4-甲氧基-N-[(4-甲基-1-哌嗪基)硫代甲酰]苯甲酰胺
  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.