Chemistry of the benzothiazole system: ring-opening reaction in a non-basic medium promoted by co-ordination to silver(I)

Abstract

Reaction of the ligand (L) benzothiazole (bt) and 6-nitrobenzothiazole (nbt) with Ag[NO₃] or Ag[ClO₄] affords ionic complexes of formula [AgL][NO₃] and [AgL₂]X (X = NO₃ or ClO₄). The [Ag(nbt)][NO₃] and [Ag(nbt)₂]X complexes react with alcohols (MeOH, EtOH, or PhCH₂OH) at room temperature to give ring-opening reactions and 2-amino-5-nitrobenzenethiolatosilver(I)via the corresponding 2-(methoxymethylene)amino-derivative. This is the first example of a thiazole ring-opening reaction in non-basic media.