Iodine → HCID 11845284, compound

Temperature

50 °C

Into a reactor, equipped with a mechanic stirrer and a reflux condenser, 8-fluoro-2H-chromene-5-carboxylic acid amide (3.1 g; 15 mmoles), sodium nitrite (3.1 g; 45 mmoles) and toluene (30 ml) were charged at room temperature and under inert gas. The mixture was heated under stirring at 50° C., then iodine (1.9 g; 7.5 mmoles) and, slowly in 4 hours, Oxistrong 15® (3.7 ml) were added. At the end of the addition the reaction mixture was kept under stirring for a further hour, then cooled to 0° C. A 20% solution of sodium metabisulphite (about 15 ml) was added and the mixture was kept under stirring for 1 hour. After filtration the solid was washed with water (2×10 ml) and with toluene (10 ml) and dried in oven under vacuum at 50° C. overnight obtaining 8-fluoro-3-nitro-2H-chromene-5-carboxylic acid amide (3.4 g; titre 78%; 74% yield).

1. customInto a reactor, equipped with a mechanic stirrer and a reflux condenser
2. temperatureThe mixture was heated
3. additionOxistrong 15® (3.7 ml) were added
4. additionAt the end of the addition the reaction mixture
5. stirringunder stirring for a further hour
6. temperaturecooled to 0° C
7. stirringunder stirring for 1 hour
8. filtrationAfter filtration the solid
9. washwas washed with water (2×10 ml) and with toluene (10 ml)
10. customdried in oven under vacuum at 50° C. overnight

ORD record

ord-07240833fb11448cbb80392799edcf9d

Source dataset

uspto-grants-2007_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07265251B2