Ringöffnung von Nitrothiazolen

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Abstract
The reaction between 2‐halogeno‐5‐nitro‐thiazoles and amines has been studied. Especially the sterically hindered strongly basic secondary aliphatic amines tend to cause opening of the thiazole ring system, resulting in the formation of the heretofore unknown (1‐nitro‐2‐amino‐vinyl)‐thiocyanates. The ring opening is favored by a highly polar solvent, such as dimethyl sulfoxide. A simple reaction mechanism is proposed and some properties of these new compounds are discussed.