Efficient Thiolation of Alcohols Catalyzed by Long Chained Acid-Functionalized Ionic Liquids under Mild Conditions was written by Miao, Chengxia;Zhuang, Hongfeng;Wen, Yating;Han, Feng;Yang, Qing-Feng;Yang, Lei;Li, Zhen;Xia, Chungu. And the article was included in European Journal of Organic Chemistry in 2019.COA of Formula: C7H4N2O2S2 This article mentions the following:
Thioethers as important building blocks have been usually found in organic synthesis. Herein, a series of long chained acid-functionalized ionic liquids derived from pyrrolidine were applied for the thiolation of alcs. to synthesize different compounds containing thioether structures. This kind of ionic liquids exhibited higher efficiency than general ionic liquids based on imidazole, providing up to 99 % yield with [BsCtP][OTf] as the catalyst at room temperature for 0.25 h. The results indicated that the activities of the ionic liquids have relationship with the side chain length of ionic liquids based on pyrrolidine, anions and cations. The catalytic system had wide substrate scope and was applicable for the reaction of aromatic primary and secondary alcs. and thiols including aliphatic and aromatic thiols, benzothiazole-2-thiols and benzooxazole-2-thiols. Besides, there was no obvious change in activity of the catalyst after six runs. Thus, the catalytic system exhibited good recyclability. Addnl., carbocations should be the key intermediate and several functionalized groups of the ionic liquids have synergetic effect for the thiolation. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0COA of Formula: C7H4N2O2S2).
5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.COA of Formula: C7H4N2O2S2
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica