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Anomalous One-pot Transformation of 3-Dimethoxymethyl-2-(N-cyanoimino)thiazolidine into 6-Unsubstituted 2,4-Diamino-s-triazines by the Reaction with Amines

3-Dimethoxymethyl-2-(N-cyanoimino)thiazolidine 1e reacts with secondary amines to afford 2,4-diamino-s-triazines 4 unexpectedly, while the triazine 5 bearing different amino groups at 2 and 4 positions is selectively obtained by the reaction with a mixture of two kinds of amines.

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Reference£º
Quinuclidine – Wikipedia,
Quinuclidine | C7H632N | ChemSpider