Hydrogen Peroxide → 2,5-Dimethylpyridin-1-ium-1-olate

HRID 1460106Notes

Reaction equation

HRID 1460106 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1.[OH:9]O>C(O)(=O)C.O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N+:3]=1[O-:9]

Participants

5

Reactant 2

HCID 784Hydrogen Peroxide2×HCID 115262,5-Dimethylpyridine

Product 1

HCID 5717732,5-Dimethylpyridin-1-ium-1-olate

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

Following a literature procedure (Koncewicz, J. and Skrowaezewska, Z., Politec. Wroclaw Rocz. Chem., 1968, 42, 1873-85 (Chem. Ab., 70. 114972u (1968))) 2,5-dimethylpyridine was dissolved in 400 ml glacial acetic acid and 30% hydrogen peroxide (55 mL) was added slowly. The mixture was heated to 70° C. for 48 hours, with addition of more hydrogen peroxide (55 mL) at 5 hours and 20 hours. The reaction mixture was cooled, diluted with water, and the solvents removed to give 141 g of crude 2,5-dimethylpyridine-N oxide as a pale yellow liquid.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customthe solvents removed

Sources & evidence

ORD record
ord-b3fba4958c6d4d1fabe6007398b8ca37
Source dataset
uspto-grants-1998_12
Patent number
US05854249

Reaction notes

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