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2-Aryl-4-(ethoxycarbonyl)oxazolidines and thiazolidines (1) were prepared from the corresponding alpha-amino acid ethyl esters containing either hydroxyl or mercapto groups in the beta position by fusion with some aromatic aldehydes.Dehydrogenation of 1 with N-bromosuccinimide gave the corresponding oxazoles and thiazoles.The oxazolidines and thiazolidines gave Mannich bases on interaction with p-nitrobenzaldehyde and piperidine.Acetylation of 1 gave the corresponding N-acetylderivatives, which on fusion in the presence of anhydrous ZnCl2 undergo cyclization, giving the corresponding bicyclic compounds, 5,6,7,8-tetrahydro-1H,3H-pyrrolo<1,2-c>oxazole (or thiazole)-1,3-diones.
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Reference:
Thiazole | C3H7818NS – PubChem,
Thiazole | chemical compound | Britannica