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The reaction of 2-mercaptocarboxylic acids (3 B ) or methyl thioglycolates (3 A ) with 1.1'-carbonyldiimidazole and alkoxyamines produces 3-alkoxythiazolidin-2,4-diones (5). Acid catalyzed methanolysis of the tetrahydropyranyloxy group affords the cyclic N-hydroxy imides (6) which can easily be acylated with 3-chlorophenylisocyanate or dimethylcarbamoyl chloride to give compounds of type 7 or 8.

Synthese und Eigenschaften von 3-Alkoxy(hydroxy)thiazolidin-2,4-dionen / Synthesis and Properties of 3-Alkoxy(hydroxy)thiazolidin-2,4-diones