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Synthesis 1988; 1988(5): 389-391
DOI: 10.1055/s-1988-27585
DOI: 10.1055/s-1988-27585
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Synthesis of 6-Cyanopurines from 5-Amino-4-(cyanoformimidoyl)-1,2-dimethylimidazole
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Publication Date:
20 August 2002 (online)
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Moderate to good yields of 2-substituted 6-cyano-8,9-dimethylpurines 4 have been obtained by reaction of 5-amino-4-(cyanoformimidoyl)-1,2-dimethylimidazole (3) with the carboxylic acid anhydrides, (RCO)2O. The initial products of these reactions are the corresponding 5-carboxamido-4-(cyanoformimidoyl)-1, 2-dimethylimidazoles [5-acylamino-4-(cyanoiminomethyl)-1,2-dimethylimidazoles] 5, which can be isolated when R = CH3 or C2H5. Acyl halides behave in a more complex manner to give mixtures of the starting material and the 5-carboxamido-4-(cyanoformimidoyl)-1,2-dimethylimidazoles as their HCl salts.