Summary
6,7-Dichloro-1,3-dimethyllumazine (1) and various 6-chloro-7-O-, S- and N-subst.-1,3-dimethyllumazines (2-7) react under relatively mild reaction condiditions with S-nucleophiles to the corresponding 6-mercapto derivatives 8-16. Treatment of 1 with sodium benzylmercaptide at room temperature led to di-( 6- chloro-1,3-dimethyllumazine-7-yl)sulfide (17) whereas thiourea caused transformation to the corresponding 7,7-disulfide 18. 7-Mercapto-1,3-dimethyl-6(5H)lumazinethione (12) can be modified widely by alkylations to open-chain (21-23, 27-29) or cyclic 6,7-bis-alkylthio derivatives (24-26) and acylations with phosgene and thiophosgene, respectivly, gave the derivatives 36 and 37 of the new 1 ,3-dithiolo[ 4,5-g]pteridine ring system. Ribosylation of 12 afforded a 6,7-bis-S-riboside (40) in high yield.
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