Dimethylformamide → HCID 19008609, compound

Participants

Reaction Steps

To a DMF solution (50 ml) of ethyl 7-(2,6-dichloro-4-trifluoromethylphenoxy)-2-methyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-2-carboxylate (Compound 3) (1.5 g) was added 60% sodium hydride (0.2 g), and the mixture was stirred for one hour. Then, while cooling in a dry ice-acetone bath, chlorodifluoromethane gas was introduced for one hour, and the mixture then stirred for 2 days and nights. Thereafter, water (50 ml) was added and the mixture was extracted twice with ethyl acetate (50 ml), and the extract was washed with water and then with saturated aqueous sodium chloride, and then dried over magnesium sulfate. The solvent was evaporated under a reduced pressure, and the residue was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=9/1) to give 0.6 g of the title compound (colorless oil).

Provenance & Evidence