Paper Title
Synthesis Of Spiro Barbiturates Triones And Glycosides
Abstract
Malonic acid undergoes condensation readily with
ureas to yield barbituric acids 2 which on bromination
give 5,5-dibromobarbituric acids 3. Reaction of
glycerol with these 5,5-dibromo barbituric acids
afforded 3-Hydroxymethyl-1,4-dioxo-7,9-diaza-/ 7-
aryl-7,9-diaza-/ 7,9-diaryl-7,9-diaza-spiro[4,5]deca-
6,8,10-triones 4 which are on glucosylation gives 3-
O-β-D-glucopyranosyl-oxy-methyl-1,4-dioxo-7,9-
diaza-/7-aryl-7,9-diaza-/7,9-diaryl-7,9-diaza-
spiro[4,5]deca-6, 8,10-triones 6. The structures of the
products have been assigned on the basis of
1
H NMR,
13
C NMR, FAB-MS, optical activity and elemental
analysis. The title compounds are found to have
antibacterial and antifungal activities.
Key words: Barbituric acid, 5, 5-dibromo barbituric
acid, , dioxolane, triones, glucosides