Methanol → 7-[{5-(2-Hydroxy-ethyl)-1,2,4-oxadiazol-3-yl}-methyl]-theophylline

Beteiligte Stoffe

Reaktionsschritte

5.04 g. of 2-(theophyllin-7-yl)-acetamidoxime, 4.8 g. hydracrylyc acid ethyl ester, 2.16 g. of sodium ethylate and 100 cm3 of methanol are heated under pressure at 100° C. for 12 hours. The solvent is distilled off and the residue is crystallized from water. 5.3 g. (87% yield) of 7-[{5-(2-hydroxy-ethyl)-1,2,4-oxadiazol-3-yl}-methyl]-theophylline are obtained, m.p.: 145° C. The raw hydroxy ethyl compound is heated with 20 cm3 thionyl chloride and 20 cm3 benzene for 2 hours. The solvent is distilled off and the obtained 7-[{5-(2-chloroethyl)-1,2,4-oxadiazol-3-yl}-methyl]-theophylline is stirred in 50 cm3 of dimethylformamide with 6 cm3 diethylamine and 5 g. of potassium carbonate vigorously for 10 hours at 100° C. 4.4 g. (61% yield) of 7-[{ 5-(2-diethylaminoethyl)-1,2,4-oxadiazol-3-yl}-methyl]-theophylline are obtained. M.p.: 65°-68° C. (cyclohexane).

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