Nitric Acid → 2,6-Dibromo-N-nitro-4-pyridinamine

Temperature

-5 °C

2,6-dibromo pyridin-4-ylamine (11 g, 43.6 mmol) was dissolved in 100 mL of sulfuric acid at room temperature and then cooled at −5° C. 6 mL of nitric acid was added dropwise keeping the temperature between −10° C. to −5° C. and the mixture was stirred at −5° C. for 30 minutes. The mixture was then poured onto 400 mL of crushed ice. The solid formed was filtered off then dissolved in EtOAc. The residual water was removed and the organic layer was washed with 300 mL of brine, dried over magnesium sulfate and the solvent was removed in vacuo to give 12.5 g of the title product as a yellow solid.

1. custombetween −10° C. to −5° C.
2. customThe solid formed
3. filtrationwas filtered off
4. dissolutionthen dissolved in EtOAc
5. customThe residual water was removed
6. washthe organic layer was washed with 300 mL of brine
7. dry with materialdried over magnesium sulfate
8. customthe solvent was removed in vacuo

ORD record

ord-cedc38a32b3b4890b34e9edcdf642695

Source dataset

uspto-grants-2010_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07691877B2