5445-11-4Relevant academic research and scientific papers
Oxidation of 7,8-diaminotheophylline with lead tetraacetate and reaction of the oxidation product, 6-cyanoimino-5-diazo-1,3-dimethylpyrimidine-2,4-dione with alcohols or amines
Ueda,Yatsuzuka,Nagai,Okada,Takeichi,Segi,Sakakibara
, p. 141 - 145 (2007/10/03)
Oxidation of 7,8-diaminotheophylline (1) with lead tetraacetate in refluxing toluene gave a mixture of 3-amino-5,7-dimethylpyrimido[4,5- e] [1,2,4] triazine-6,8-dione (2) and 6-cyanoimino-5-diazo- 1,3-dimethylpyrimidine-2,4-dione (4). The latter was transformed to 2 by the reaction with 1-propanethiol in quantitative yield. The reaction of 4 with methanol, ethanol and 1-propanol in the presence of rhodium (II) acetate gave 5-alkoxy-6-(2-alkyl-3-isoureido)-1,3-dimethylpyrimidine-2,4-diones (7a-c). A similar reaction of 4 with alkylamines such as n-propylamine, n-butylamine, isobutylamine and n-hexylamine gave a mixture of 7-alkyl-8-aminotheophyllines (8a-d) and (5-alkylamino-1,3-dimethyl-2,4-dioxopyrimidin-6-yl)cyanamides (9a-d).
