5-[N'-(2-hydroxyethyl)thioureido]salicylic acid | 264257-14-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-[N'-(2-hydroxyethyl)thioureido]salicylic acid
• 英文别名: 2-hydroxy-5-(2-hydroxyethylcarbamothioylamino)benzoic acid
• CAS: 264257-14-9
• 化学式: C₁₀H₁₂N₂O₄S
• 分子量: 256.282
• InChiKey: CAVVEGQKXMDWJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  134
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[N'-(2-hydroxyethyl)thioureido]salicylic acid 在 对甲苯磺酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.5h， 以81%的产率得到5-(2-thiazolin-2-ylamino)salicylic acid
  参考文献：
  名称：

  Thiocarbamoylation of amine-containing compounds

  摘要：

  Thiocarbamoylation of 5-aminosalicylic acid with tetramethylthiuram disulfide afforded 5-(N',N'-dimethylthioureido)salicylic acid. Treatment of the latter with mineral acids or Ac2O gave 5-isothiocyanatosalicylic acid, whose reaction with ethanolamine yielded 5-[N'-(2-hydroxyethyl)thioureido]salicylic acid. The latter underwent cyclization under the action of TsOH to form 5-(2-thiazolin-2-ylamino)salicylic acid.

  DOI：

  10.1007/bf02498274
• 作为产物：
  描述：

  5-氨基水杨酸 在 盐酸 作用下， 以 1,4-二氧六环 、 丙醇 、 水 为溶剂， 反应 4.0h， 生成 5-[N'-(2-hydroxyethyl)thioureido]salicylic acid
  参考文献：
  名称：

  Thiocarbamoylation of amine-containing compounds

  摘要：

  Thiocarbamoylation of 5-aminosalicylic acid with tetramethylthiuram disulfide afforded 5-(N',N'-dimethylthioureido)salicylic acid. Treatment of the latter with mineral acids or Ac2O gave 5-isothiocyanatosalicylic acid, whose reaction with ethanolamine yielded 5-[N'-(2-hydroxyethyl)thioureido]salicylic acid. The latter underwent cyclization under the action of TsOH to form 5-(2-thiazolin-2-ylamino)salicylic acid.

  DOI：

  10.1007/bf02498274

文献信息

• Thiocarbamoylation of amine-containing compounds
  作者：Luu Van Boi、H. Al-Ebaisat

  DOI：10.1007/bf02498274

  日期：1999.12

  Thiocarbamoylation of 5-aminosalicylic acid with tetramethylthiuram disulfide afforded 5-(N',N'-dimethylthioureido)salicylic acid. Treatment of the latter with mineral acids or Ac2O gave 5-isothiocyanatosalicylic acid, whose reaction with ethanolamine yielded 5-[N'-(2-hydroxyethyl)thioureido]salicylic acid. The latter underwent cyclization under the action of TsOH to form 5-(2-thiazolin-2-ylamino)salicylic acid.