Chemistry of the phenoxathiins and isosterically related heterocycles. XXIX The crystal and molecular structure of 5‐(3′‐hydroxypyridyl‐2′‐thio)‐4‐nitro‐1‐methylimidazole

Abstract

Abstract Reaction of the dianion of 3‐hydroxypyridine‐2(1 H )‐thione with 5‐chloro‐4‐nitro‐1‐methylimidazole in N,N ‐dimethylformamide led to the formation of 5‐(3′‐hydroxypyridyl‐2′‐thio)‐4‐nitro‐1‐methylimidazole, which failed to cyclize to the desired pyrid[1,4]oxathiinoimidazole derivative. In an effort to determine why the intermediate phenolate sulfide had failed to cyclize, the crystal structure of the isolated product was determined. The structure refined to R = 0.036.