Dimethylbarbituric acid → HCID 23614540, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2.39 g (7.78 mmol) 1-[2-(4-allyloxy-phenylmethanesulfonyl)-ethyl]-1H-[1,2,3]triazole in 50 ml dichloromethane was added to a solution of 3.64 g (23.3 mmol) 1,3-dimethylbarbituric acid and 220 mg (0.19 mmol) Pd(PPh3)4 in 90 ml dichloromethane and stirred for 7 h at 40° C. The reaction mixture was washed with 3×80 ml sat. NaHCO3-solution, 2×30 ml water and the water phase extracted with 2×80 ml dichloromethane. The remaining precipitate was collected, washed with water and ethyl acetate and dried to yield. All dichloromethane fractions were combined, dried over 0.86 g of product. The aqueous phase from above was acidified by acetic acid to pH=5 and extracted with ethyl acetate. After washing with water and drying over sodium sulphate the ethyl acetate extract was evaporated to give 1.45 g of an orange powder that was purified by chromatography on silica gel (eluent:ethyl acetate) to yield an additional amount of 0.47 g product. Combined yield: 1.33 g (58%).

Provenance & Evidence