Water → HCID 19386964, compound

Participants

Reaction Steps

To a solution of 6-bromo-2,2-dimethyl-3-(hydroxyamino)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran (0.300 g, 0.0795 mol) in tetrahydrofuran was added dropwise trimethylsilyl isocyanate (0.22 ml, 0.18 g, 0.0016 mol) at room temperature under nitrogen. The reaction mixture was stirred overnight at room temperature. Water and dichloromethane were added. The organic layer was separated, dried and evaporated to give crude product which was chromatographed on silica gel, eluting with dichloromethane/methanol (90/10) to afford 0.24 g (72%) of 6-bromo-2,2-dimethyl-3-(N-hydroxyureido)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran, m.p. 216° C.

Provenance & Evidence