Sodium → HCID 13682775, compound

HRID 231154Notes

Reaction equation

HRID 231154 reaction equation
[CH3:1][O-:2].[Na+].[Na].[Cl:5][C:6]1[C:11](Cl)=[CH:10][CH:9]=[N+:8]([O-:13])[C:7]=1[CH3:14]>CO>[Cl:5][C:6]1[C:11]([O:2][CH3:1])=[CH:10][CH:9]=[N+:8]([O-:13])[C:7]=1[CH3:14]

Participants

5

Reactant 3

HCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 136827893,4-Dichloro-2-methyl-1-oxo-1lambda~5~-pyridine

Product 1

HCID 13682775HCID 13682775, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of sodium methylate, prepared from 0.51 g of sodium and 20 ml of methanol, at -10° C. were added 3.5 g of 3,4-dichloro-2-picoline-N-oxide in 20 ml of anhydrous methanol. The mixture was allowed to warm slowly to room temperature and was then heated to reflux for 1 hour. The solvent was now removed by distillation under reduced pressure, water was added to the residue, the mixture was extracted with dichloromethane, and the solvent was evaporated off. Colorless crystals from diisopropyl ether, melting point 94°-97° C.

Workup

  1. temperaturewas then heated
  2. temperatureto reflux for 1 hour
  3. customThe solvent was now removed by distillation under reduced pressure, water
  4. additionwas added to the residue
  5. extractionthe mixture was extracted with dichloromethane
  6. customthe solvent was evaporated off

Sources & evidence

ORD record
ord-7754fe1fe3c444d8b0c89c8376d0c0ee
Source dataset
uspto-grants-1989_07
Patent number
US04845118

Reaction notes

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