Glyoxylic Acid → HCID 19760958, compound

Participants

Reaction Steps

3 g (8.5 mmol) of 1-[3,5-dichloro-4-(2-pyridyl)phenyl]-3,3-dimethyl-1,2,4-triazolidin-5-one are dissolved in 50 ml of dioxane, and 0.78 g (8.5 mmol) of glyoxylic acid monohydrate and 0.1 ml of concentrated H2SO4 are added. The mixture is initially stirred at room temperature for 2 h and then a further 0.8 g of glyoxylic acid is added. After the reaction mixture has been stirred under reflux for 5 h it is poured onto water and extracted 3 × with ethyl acetate. The solvent is stripped off in vacuo, and the residue is chromatographed on SiO2 with dichloromethane/methanol (95:5). This results in 1.2 g (40% of theory) of the corresponding azauracil.

Provenance & Evidence