78713-82-3Relevant academic research and scientific papers
Ring Opening in a Non-basic Medium of 2-Methyl-6-nitrobenzothiazole and H-D Exchange at the 2-Methyl Promoted by Silver(I)
Aresta, Michele,Ciminale, Francesco
, p. 1520 - 1523 (1981)
Silver(I) promotes H-D exchange at the 2-methyl group of 2-methyl-6-nitrobenzothiazole (mnbt) in the presence of CD3OD in dimethyl sulphoxide (dmso).Moreover, the alcohol in dmso causes nucleophilic attack at the c2 of mnbt with subsequent cleavage of the C-S bond and opening of the thiazole ring to afford (2-amino-5-nitrobenzenethiolato-S)silver(I).In a similar reaction, the unsubstituted benzothiazole ring is opened to afford the silver(I) salt of 2-aminobenzenethiol.The role of the electronic structure of silver(I) in the ring-opening reaction is discussed and compared with the behaviour of analogous complexes of iron(II) and rhodium(I) with MeOH.
