反应详情

A mixture of 11.2 g (30.3 mmol) of 4-(3-bromo-phenylamino)-6-nitro-[1.8]naphthyridine-3-carbonitrile, 5.1 g (90.8 mmol) of powdered iron, and 8.1 g (151 mmol) of ammonium chloride was mechanically stirred at reflux in a mixture of 330 ml water and 560 ml methanol for 40 min. The liquid layer was decanted from the solids and diluted with ethyl acetate, saturated sodium bicarbonate, and brine. This mixture was extract multiple times with ethyl acetate (final volume 3500 ml). The combined extracts were dried with magnesium sulfate and filter through a short column of silica gel. The solvent was removed and the residue was stirred with ether. The solid was collected and dried give 8.04 g of the title compound as an orange solid: mass spectrum (electrospray, m/e): M+H 340, 342.1.

1. customThe liquid layer was decanted from the solids
2. additiondiluted with ethyl acetate, saturated sodium bicarbonate, and brine
3. extractionThis mixture was extract multiple times with ethyl acetate (final volume 3500 ml)
4. dry with materialThe combined extracts were dried with magnesium sulfate
5. filtrationfilter through a short column of silica gel
6. customThe solvent was removed
7. stirringthe residue was stirred with ether
8. customThe solid was collected
9. customdried