ニッチュウカン ノ ユシュツ キギョウ ノ ダイナミクス ノ ヒカク

学習院大学東洋文化研究所の「アジア諸国における生産性動向の比較研究」プロジェクトの成果報

Water-promoted chlorination of 2-mercaptobenzothiazoles

Substituted benzothiazoles play an important role in medicinal chemistry due to their pharmacological properties. Their 2-substituted derivatives are often prepared from 2-chlorobenzothiazoles, which in turn can be made from the 2-mercapto precursor using sulfuryl chloride. In practice, this seemingly straightforward, and widely used reaction can be impeded by poor reproducibility and reaction yields. In this communication we report the importance of acid as catalyst for the parent reaction. The addition of water to the reaction mixture represents a facile and practical method for generating acid in situ. This simple solution reproducibly ensured excellent yields of a variety of chlorinated products