Nitric Acid → HCID 54713227, compound

HRID 1069424Notes

Reaction equation

HRID 1069424 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]([CH2:9][C:10]([OH:12])=[O:11])[C:4](=[O:13])[CH:3]=1.[N+:14]([O-])([OH:16])=[O:15]>C(O)(=O)C>[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]([CH2:9][C:10]([OH:12])=[O:11])[C:4](=[O:13])[C:3]=1[N+:14]([O-:16])=[O:15]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 54676123(4-Hydroxy-6-methyl-2-oxo-2H-pyridin-1-yl)-acetic acid

Product 1

HCID 54713227HCID 54713227, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

31.2 g (0.17 mol) of 4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-1-acetic acid are suspended in 255 ml of acetic acid, 24 ml of a 68% aqueous nitric acid solution are added at room temperature and the mixture is heated to 80° C. on an oil bath. The reaction medium is cooled, the solvent is evaporated off and the residue is taken up in twice 100 ml of water. The mixture is evaporated to dryness and the residue is taken up with twice 100 ml of toluene. The product is recrystallized from isopropanol and dried in an oven. 27.2 g of product are obtained in the form of yellow crystals.

Workup

  1. temperatureThe reaction medium is cooled
  2. customthe solvent is evaporated off
  3. customThe mixture is evaporated to dryness
  4. customThe product is recrystallized from isopropanol
  5. customdried in an oven

Sources & evidence

ORD record
ord-a09817b149b94543b767d4becb73e2a3
Source dataset
uspto-grants-2001_06
Patent number
US06252082B1

Reaction notes

Loading…