Methanol → Methyl 2-(2-(2-bromo-5-fluorobenzylcarbamothioyl)hydrazono)propanoate

Participants

Reaction Steps

To a solution of pyruvic acid (352 mg, 4.00 mmol) in methanol (15 mL) was added N-(2-bromo-5-fluorobenzyl)hydrazinecarbothioamide (14, 1.112 g, 4.00 mmol) followed by conc. H2SO4 (5 drops). The mixture was heated at reflux for 7 h. Most of the solvent was evaporated. The residue was taken into EtOAc (150 mL), washed with water, saturated NaHCO3 and brine, dried over MgSO4, and concentrated to give methyl 2-(2-(2-bromo-5-fluorobenzylcarbamothioyl)hydrazono)propanoate (15). MS: m/z, 362 (100%, M+1), 364 (100%), 384 (60%, M+23), 386 (60%).

Provenance & Evidence