Reactivity of 4-amino-2-benzyl-2,3-dihydro-3-oxo-1,2,5-thiadiazole 1,1-dioxide towards amines: synthesis of potential histamine H2-receptor antagonists

Abstract

The reaction of the title compound (1) with sodium or ammonium hydroxides yielded the corresponding ring-opened derivatives (2) and (3). Reaction of compound (1) with amines afforded, depending on the basicity of the latter and the reaction conditions, products (4) or (6) resulting from ring opening, and/or the amino-exchange derivatives (5). Some of these compounds, containing a furan- or imidazolederived chain, may be useful as new histamine H₂-receptor antagonists.