Sodium Dithionite → 2,4-Dibromo-6-methylpyridin-3-amine

Temperature

65 °C

2,4-Dibromo-6-methyl-3-nitropyridine (1.0 g, 3.38 mmol) was dissolved in a mixture of methanol (4 mL) and tetrahydrofuran (6 mL), and a solution of sodium hydrosulfite (3.0 g, 17.23 mmol) in water (7 mL) was added thereto over 5 minutes with stirring at 65° C. Subsequently, the mixture was stirred for 30 minutes at 65° C. To the mixture, a solution of sodium hydrosulfite (3.0 g, 17.23 mmol) in water (7 mL) was further added over 5 minutes, and the mixture was stirred for 30 minutes at 65° C. The resultant mixture was allowed to cool, diluted with water, and then the mixture was extracted with chloroform. The organic layer was washed with saturated brine, followed by drying over sodium sulfate anhydrate and concentrating under reduced pressure, to thereby yield 0.89 g of 3-amino-2,4-dibromo-6-methylpyridine as a colorless solid (yield 99%). The product was crystallized from hexane, to thereby obtain colorless crystals.

1. stirringSubsequently, the mixture was stirred for 30 minutes at 65° C
2. stirringthe mixture was stirred for 30 minutes at 65° C
3. temperatureto cool
4. extractionthe mixture was extracted with chloroform
5. washThe organic layer was washed with saturated brine
6. dry with materialby drying over sodium sulfate anhydrate
7. concentrationconcentrating under reduced pressure

ORD record

ord-4131832e4d8043c3a11f9c32fdd844e3

Source dataset

uspto-grants-2007_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07176306B2