Sodium Bicarbonate → 2,4-Dichloropyridin-3-amine

Temperature

40 °C

2,4-Dichloro-3-nitropyridine c (2.058 g, 10.7 mmol) was dissolved in HOAc (10 mL) under nitrogen. Iron powder (1.9191 g, 34.4 mmol) was added. The sample was heated at 40° C. for two hours. The reaction mixture was poured onto ice and then NaHCO3 was added to give a neutral solution. The sample was extracted with EtOAc (3×100 mL). The EtOAc extracts were washed with saturated NaHCO3 (1×100 mL). The combined aqueous layers were back extracted once with 100 mL EtOAc. The combined EtOAc extracts were dried over MgSO4, filtered, and concentrated to give 3-amino-2-4-dichloropyridine d (1.510 g, 9.26 mmol, 87%).

1. additionThe reaction mixture was poured onto ice
2. customto give a neutral solution
3. extractionThe sample was extracted with EtOAc (3×100 mL)
4. washThe EtOAc extracts were washed with saturated NaHCO3 (1×100 mL)
5. extractionThe combined aqueous layers were back extracted once with 100 mL EtOAc
6. dry with materialThe combined EtOAc extracts were dried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated

ORD record

ord-0be28395f2964348b59fc61095174a09

Source dataset

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08247557B2