Synthesis of some sulfanilamid-substituted 4.5-pyrazolinedione derivatives from dehydor-L-ascorbic acid

الملخص EN

Reaction of dehydro-L-ascorbic acid 2-(/?-sulfamylphenylhydrazone) with arylhydrazines gave a number of mixed /?/.s-hydrazones which were rearranged, on heating with hydrazine hydrate followed by acidification, into 1-aryl-3-(L-r/ireo-glycerol-1 -yl)-4,5-pyrazolinedione-4-/}-(sulfamylphenylhydrazone)s.

These and the 6/s-hydrazones were characterized as the related tri- and di-0-acetates respectively.

The glycerol side chain of the phenylpyrazolinedione was degraded by a periodate-borohydride sequence to a hydroxymethyl group, the product was further characterized as the monoacetate and monobenzoate.

Acetylation or benzoylation of dehydro-L-ascorbic acid 2-(/?-sulfamylphenyl-hydrazone) led to olefinic ester.