Sulfuric Acid → HCID 22921535, compound

Participants

Reaction Steps

A stirred mixture of 0.7 gram (0.002 mole) of 2-[2-trifluoromethyl-5-fluoro-6-(1-methyl-6-trifluoromethyluracil-3-yl)benzimidazol-1-yl]propanoic acid, 0.1 mL of concentrated sulfuric acid, and 1.0 gram of molecular sieves (synthetic zeolites, 4 to 8 mesh, pore size 4 angstroms) in 1-methylethanol was heated at reflux for about 18 hours. After this time, the reaction mixture was cooled and concentrated under reduced pressure to a residue. The residue was dissolved in ethyl acetate and washed with an aqueous solution saturated with sodium bicarbonate and then with an aqueous solution saturated with sodium chloride. The organic layer was dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to a residual oil, which was triturated with petroleum ether, yielding solid 1-methylethyl 2-[2-trifluoromethyl-5-fluoro-6-(1-methyl-6-trifluoromethyluracil-3-yl)benzimidazol-1-yl]propanoate, mp 133°-135° C. The NMR spectrum was consistent with the proposed structure.

Provenance & Evidence