Nitric Acid → 5-Bromo-3-nitro-2-pyridone

HRID 1817906

Reaction equation

HRID 1817906 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5](=[O:8])[NH:6][CH:7]=1.[N+:9]([O-])([OH:11])=[O:10]>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5](=[O:8])[NH:6][CH:7]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 5995285-Bromo-2-hydroxypyridine

Product 1

HCID 851475-Bromo-3-nitro-2-pyridoneYield 68%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 5-bromopyridin-2(1H)-one (Aldrich, 3.0 g, 17.2 mmol) in sulfuric acid (18 mL) was added nitric acid (60-61%, Wako Pure Chemical Industries, Ltd., 6 mL) at 0° C. The mixture was allowed to warm to room temperature and stirred for 3 h. The mixture was poured into ice water and obtained precipitate was collected by filtration. The solid was washed with water and dried in vacuo to afford the title compound (2.5 g, 68%) as a yellow solid.

Workup

  1. customobtained precipitate
  2. filtrationwas collected by filtration
  3. washThe solid was washed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-5f67e26f086f409cb172e3afd6e785a8
Source dataset
uspto-grants-2009_10
Patent number
US07598393B2

Linked notes

Loading…