Diaminomaleonitrile monoamide

Oxidation of the Schiff bases (22) of diaminomaleonitrile monoamide gives 4-cyanoimidazole-5-carboxamides with a variety of 2-substituents. When diaminomaleonitrile reacts with formamidine, the condensation product (23) can form imidazoles in two ways. Direct loss of ammonia gives 4,5-dicyanoimidazole, but isomerization, followed by cycliz-ation in which HCN is eliminated, gives 4-amino-5-cyanoimidazole. With further formamidine this latter product is converted into adenine (Scheme 11) (79JOC4532). 

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See also in sourсe #XX -- [ ]

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