チオサリチル酸

化学的特性Thiosalicylic acid, (o-mercapto benzoic acid), a sulfur-yellow solid that softens at 158 °C (316 °F), has a melting point of 164 °C (327 °F). It sublimes, is slightly soluble in hot water but freely soluble in glacial acetic acid and alcohol, and yields dithiosalicylic acid, upon exposure to air.

解説C6H4(SH)COOH．一般にチオサリチル酸とよばれるが，サリチル酸のどの酸素が硫黄に置き換わったのかはっきりしないので，安息香酸のオルト位に－SHが置換したことを示す名称が正式名とされている．分析試薬として，また医薬や染料合成の原料として使われる．

用途分析試薬、医薬・染料中間体、重金属キレート剤、塩ビ安定剤、感光性樹脂原料。

使用Thiosalicylic acid acts as a trapping agent, which is useful in the desulfenylation of 3-indolyl sulfides. It is used to prepare macrocyclic diamides by condensation with diamines. Further, it is used as a precursor to drug, which finds application for the treatment of atherosclerosis and melanoma. In addition to this, it is involved in the preparation of vaccine preservative thiomersal and thioindigo dyestuff.

製造方法Thiosalicylic acid can be prepared from anthranilic acid via diazotization followed by the addition of sodium sulfide and then reduction with zinc. It can also prepared by heating o-halogenated benzoic acids with alkaline hydrosulfide in presence of copper.

合成方法2-ハロ安息香酸と水硫化ナトリウムとの反応

純化方法Crystallise the thio acid from hot EtOH (4mL/g), after adding hot distilled water (8mL/g) and boiling with charcoal. The hot solution is filtered, cooled, the solid is collected and dried in vacuo (P2O5). Crystallise it from AcOH and sublime in vacuo.[Beilstein 10 IV 272.]