2-acetoxy-5-isothiocyanatosalicylic acid

• 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: 2-acetoxy-5-isothiocyanatosalicylic acid
• 英文别名: Benzoic acid, 2-(acetyloxy)-5-isothiocyanato-；2-acetyloxy-5-isothiocyanatobenzoic acid
• 化学式: C₁₀H₇NO₄S
• 分子量: 237.236
• InChiKey: ZWLLOEQPFAXINU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-氨基水杨酸 以 1,4-二氧六环 、 丙醇 为溶剂， 反应 1.0h， 生成 2-acetoxy-5-isothiocyanatosalicylic 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.