Reaction of 6‐amino‐2‐thiouracil 1 with ethyl bromoacetate yielded ethyl 2‐(7‐amino‐2,5‐dioxo‐3,5‐dihydro‐2H‐thiazolo(3,2‐a)pyrimidin‐6‐yl)acetate 2. Reaction of 2 with sodium ethoxide afforded the pyrrolothiazolopyrimidine derivative 3. Compound 2 reacted with hydrazine hydrate to give 7‐amino‐thiazolopyrimidine‐carbohydrazide 4. The latter compound 4 reacted with carbon disulphide to form 7‐amino‐6‐(oxadiazolylmethyl) thiazolopyrimidine 5. Compound 5 was heated in methanol to yield 9‐thioxotriazolopyrrolothiazolopyrimidine 6. Also, the reaction of 3 with aromatic aldehydes afforded the diarylmethylenepyrrolothiazolopyrimidine derivatives 7a‐c. The latter compounds 7a‐c underwent cyclocondensation with hydroxylamine to give diaryldioxazolopyrrolothiazolopyrimidine derivatives 8a‐c. The new prepared compounds were subjected for antioxidant and antituomer studies, some of these compounds exhibited promising activity.
Journal of the Chinese Chemical Society – Wiley
Published: Feb 1, 2011
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