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.