Nitric Acid → HCID 68700280, compound

HRID 1437347Notes

Reaction equation

HRID 1437347 reaction equation
C[O:2][C:3]([CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH3:14])=[N+:11]([O-:13])[CH:12]=1)=[O:4].CCOC(C)=O.[N+:21]([O-])([OH:23])=[O:22]>S(=O)(=O)(O)O>[C:3]([CH2:5][O:6][C:7]1[C:8]([N+:21]([O-:23])=[O:22])=[CH:9][C:10]([CH3:14])=[N+:11]([O-:13])[CH:12]=1)([OH:2])=[O:4]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 8857Ethyl AcetateHCID 68702328HCID 68702328, compound

Product 1

HCID 68700280HCID 68700280, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
40 °C

Procedure

The pyridine N-oxide (b) (18.5 g) was dissolved in a cold mixture of fuming nitric acid (90 ml) and concentrated sulfuric acid (90 ml) and heated to 40° C. for 1 hour, then 65° C. overnight. The mixture was cooled, poured onto ice and EtOAc (250 ml) added. When the ice had melted, the mixture was shaken and solid filtered off The EtOAc was dried and evaporated, the residue triturated with ether and filtered affording a solid (8.4 g).

Workup

  1. custom65° C. overnight
  2. temperatureThe mixture was cooled
  3. additionadded
  4. filtrationsolid filtered off The EtOAc
  5. customwas dried
  6. customevaporated
  7. customthe residue triturated with ether
  8. filtrationfiltered

Sources & evidence

ORD record
ord-3ce2268b21e44b1cab70dceba5b96b1e
Source dataset
uspto-grants-2009_11
Patent number
US07622481B2

Reaction notes

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