Nitric Acid → HCID 178427966, compound

HRID 639689Notes

Reaction equation

HRID 639689 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[C:4]([OH:9])[C:3]=1[CH3:10].[N+:11]([O-])([OH:13])=[O:12]>C(O)(=O)C>[Cl:1][C:2]1[N:7]=[C:6]([OH:8])[C:5]([N+:11]([O-:13])=[O:12])=[C:4]([OH:9])[C:3]=1[CH3:10]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178431618HCID 178431618, compound

Product 1

HCID 178427966HCID 178427966, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
0 °C

Procedure

6-Chloro-2,4-dihydroxy-5-methyl-pyridine (500 mg, 3.1 mmol) was taken up in acetic acid (1 mL), cooled to 0° C. and nitric acid added (4 mL) dropwise with stirring. After the addition was complete, the ice bath was removed, and the reaction mixture was allowed to warm to room temperature over 16 h. Ice was added to the mixture to provide a precipitate, which was collected by filtration and dried in vacuo to give the title compound as a yellow solid (180 mg, 28%).

Workup

  1. additionAfter the addition
  2. customthe ice bath was removed
  3. temperatureto warm to room temperature over 16 h
  4. additionIce was added to the mixture
  5. customto provide a precipitate, which
  6. filtrationwas collected by filtration
  7. customdried in vacuo

Sources & evidence

ORD record
ord-b5b3896dfb60434e8d941b1f41fcee64
Source dataset
uspto-grants-2010_04
Patent number
US07691877B2

Reaction notes

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