Ammonia → HCID 178498880, compound

Participants

Reaction Steps

A solution of methyl 1H-imidazole-4-carboxylate (5.0 g, 39.68 mmol), AgNO3 (4.0 g, 23.81 mmol), isobutyric acid (10.4 g, 119.1 mmol) in 10% H2SO4 (150 ml) was heated at 80° C. for 15 min. An aqueous solution of (NH4)2S2O8 (28.0 g, 119.1 mmol) was added to the mixture dropwise in 15 min at 80° C. The reaction mixture was cooled to RT and poured into ice. The mixture was basified with aqueous ammonia (pH 9) and extracted with EtOAc (500 ml). The organic layer was concentrated and the residue was purified by flash chromatography. Yield 1.5 g. 1H-NMR (400 MHz; CDCl3): δ 1.36 (d, 6H), 3.05-3.14 (m, 1H), 3.87 (s, 3H), 7.62 (s, 1H).

Provenance & Evidence