Potassium Carbonate → HCID 15166212, compound

HRID 609829Notes

Reaction equation

HRID 609829 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][N+:8]([O-:11])=[C:7]([CH3:12])[C:6]=1[CH3:13].[C:14]1(=[O:20])[NH:18][C:17](=[O:19])[CH2:16][CH2:15]1.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH3:12][C:7]1[C:6]([CH3:13])=[C:5]([O:4][CH2:3][CH2:2][N:18]2[C:14](=[O:20])[CH2:15][CH2:16][C:17]2=[O:19])[CH:10]=[CH:9][N+:8]=1[O-:11]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11439SuccinimideHCID 15166211HCID 15166211, compound

Product 1

HCID 15166212HCID 15166212, compoundYield 22.7%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture comprising 0.40 g (2 mmol) of 4-(2-chloroethoxy)-2,3-dimethylpyridine N-oxide, 0.30 g (3 mmol) of succinimide, 0.48 g (3.5 mmol) of potassium carbonate and 30 ml of methyl ethyl ketone was heated under reflux for 2 hours, cooled by allowing to stand and filtered. The filtrate was evaporated to dryness to remove the methyl ethyl ketone. The obtained residue was purified by silica gel column chromatography (solvent: CHCl3 /MeOH=19:1) to obtain 0.12 g of 2,3-dimethyl-4-(2-succinimidoethoxy)pyridine N-oxide as a white crystal.

Workup

  1. temperatureunder reflux for 2 hours
  2. temperaturecooled
  3. filtrationfiltered
  4. customThe filtrate was evaporated to dryness
  5. customto remove the methyl ethyl ketone
  6. customThe obtained residue was purified by silica gel column chromatography (solvent: CHCl3 /MeOH=19:1)

Sources & evidence

ORD record
ord-b1b627b229c64868a1ecbb41570dae62
Source dataset
uspto-grants-1999_12
Patent number
US05998445

Reaction notes

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