Collect. Czech. Chem. Commun. 1986, 51, 1311-1315

Synthesis of 2-amino-5-β-D-ribofuranosyl-1,3,4-thiadiazole and 2-amino-β-D-ribofuranosyl-1,3,4-oxadiazole

Hubert Hřebabecký

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


Benzoylated 2-amino-5-ribosylthiadiazole III and 2-amino-5-oxadiazole IV were synthesized by cyclization of allonoylthiosemicarbazide I and allonoylsemicarbazide II with phosphorus pentoxide in nitromethane. The oxadiazole IV was alternatively prepared by heating compound I with lead(II)oxide in acetonitrile. Free ribosylthiadiazole V and ribosyloxadiazole VI were obtained by methanolysis of III and IV.