Nitric Acid → HCID 178526878, compound

HRID 887992Notes

Reaction equation

HRID 887992 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][N:3]=1.[N+:9]([O-])([OH:11])=[O:10]>OS(O)(=O)=O>[OH:1][C:2]1[C:7]([N+:9]([O-:11])=[O:10])=[C:6]([OH:8])[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178516518HCID 178516518, compound

Product 1

HCID 178526878HCID 178526878, compoundYield 74.1%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

Following the general procedure of Norman (Norman, M. H., et al, J. Med. Chem., 2000, 43, 4288), 2,4-dihydroxypyridine (4.931 g, 44.4 mmol) and H2SO4 (20 mL) were combined and cooled to 0° C. HNO3 (20 mL, 44.4 mmol) was added dropwise. The sample was stirred for 30 minutes then poured onto ice. The resulting solid was stored at 4° C. for 1 hour then vacuum filtered to give 2,4-dihydroxy-3-nitropyridine (5.143 g, 32.9 mmol, 74%).

Workup

  1. additionthen poured onto ice
  2. waitThe resulting solid was stored at 4° C. for 1 hour
  3. filtrationvacuum filtered

Sources & evidence

ORD record
ord-8e31bf8872cb492da110c16e97242ca5
Source dataset
uspto-grants-2012_08
Patent number
US08247557B2

Reaction notes

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