Diimmonium salt (5) reacts with guanidines (6) and o‐methylisoureas (7) affording 2‐amino‐4,5‐dimorpholinoimidazolines (9). 1‐Aryl‐2‐amino‐4,5‐dimorpholinoimidazolines lose the amino functionality under mild acidic conditions with formation of 2‐amino‐5‐morpholinoimidazole derivatives (10) whereas 1‐acyl derivatives undergo under the same conditions a ring expansion process leading to pyrimidine derivatives (13).
During the preparation of 1‐aryl‐ and 1‐acyl‐4,5‐dipiperidino‐4,5‐dihydroimidazoles (1) from diimmonium salts (3), derivatives in which one of the piperidino groups was substituted by an hydroxy group were often isolated. The structure and the genesis of these compounds are discussed.
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