Water → HCID 136146567, compound

Participants

Reaction Steps

To an ice cold solution of 2,6-difluoro-N-hydroxy-3-methoxybenzamidine in DCM (5 ml) was added triethyl amine (0.07 g, 0.11 ml, 0.77 mmol) followed by dropwise addition of phenyl chloroformate. The resulting reaction mixture was stirred at room temperature for 1 h. After the completion of the reaction (TLC monitoring), the organic layer was washed with water until the DCM layer was neutral. The organic layer was dried (Na2SO4), filtered and concentrated to get a white solid. The solid compound was then dissolved in toluene (2 ml) and refluxed it at 100° C. for 2 h. After the completion of the reaction (TLC monitoring), water (100 ml) was added and extracted with ethyl acetate (3×100 ml). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified over silica gel (60-120 M, 35% EtOAc-Hexane) to get the desired product (0.09 g, 80%) as a white solid. MS ES+ (229.18).

Provenance & Evidence