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Acetylation reaction’s product(s) of 3-[L-threo-2,3,4-trihydroxy-1-(2-naphthylhydrazono)-butyl]quinoxalin-2(1H)-one (2b) were found to be dependent on the reaction condition. While the tri-O-acetyl (3b) was isolated in high yield from 2b under the action of acetic anhydride/pyridine mixture, compounds 4b and 5b as well as trace of 3b were obtained when 2b was heated in acetic anhydride. On the other hand, 3-[1-(2-naphthylhydrazono)-glyoxal-1-yl]quinoxalin-2(1H)-one (7) underwent ring closure and afforded the condensed tricyclic compound 8 under the action of acetic anhydride/pyridine mixture.

zeitschrift für naturforschung b

Synthesis and Structural Elucidation of the Acetylation Reaction’s Product(s) of the 2(1H)-Quinoxalinones Derived from L-Ascorbic Acid. X-Ray Molecular Structure of 3-(N-acetyl-2-naphthylhydrazono)-2,3-dihydro-2-acetoxyfuro[2,3-b]quinoxaline [1]