Abstract
Diazocoupling reaction of uracil derivatives bearing various substituents at position 5 was examined. The uracil derivatives having strong electron-releasing groups at this position were able to be coupled with a number of aryl diazonium salts to give the corresponding 6-arylazouracil derivatives. Catalytic reduction of 5-hydroxy-6-phenylazouridine (IX) prepared from 5-hydroxyuridine gave isouramil nucleoside (X). Stability of X in a pH-range (2.2-8.2) was examined and it was found that X was comparatively stable at pH ca. 3 in aqueous solution. The nucleoside having a new ring system, oxazolo (4, 5-d) pyrimidine nucleoside (XII) was prepared from X.
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