Hydrogen Peroxide → HCID 53681338, compound

HRID 481308Notes

Reaction equation

HRID 481308 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=[O:9])[CH:5]=[CH:4][CH:3]=1.[OH:11]O>FC(F)(F)C(O)=O>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([C:8]([OH:10])=[O:9])[N+:7]=1[O-:11]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 208126-Chloropicolinic acid

Product 1

HCID 53681338HCID 53681338, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of 6-chloro-2-pyridinecarboxylic acid (14.8 g, 0.093 mol, for preparation, see Delarge, II. Farmaco-Ed.Sc., 1967, 22, 1069) in trifluoroacetic acid (110 ml) was added 75 ml of 30% aqueous hydrogen peroxide solution. The mixture was heated to 60° for 2 hours, cooled to room temperature and poured onto ice water. The white precipitate was filtered and was washed well with water to yield 10.8 g (67%) of the title compound of this preparation. mp 168°-170° C. 1H NMR (CDCl3): δ 7.46 (1H, d, J=8), 7.77 (1H, dd, J=8, 8), 8.01 (1H, d, J=8).

Workup

  1. temperatureThe mixture was heated to 60° for 2 hours
  2. additionpoured onto ice water
  3. filtrationThe white precipitate was filtered
  4. washwas washed well with water
  5. customto yield

Sources & evidence

ORD record
ord-19fb74ca5ccc480c85a1d82d3c14c559
Source dataset
uspto-grants-1998_08
Patent number
US05789408

Reaction notes

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