Sodium Hydroxide → HCID 13682777, compound

HRID 1655239Notes

Reaction equation

HRID 1655239 reaction equation
[Cl:1][C:2]1[C:3]([N+]([O-])=O)=[CH:4][C:5]([CH3:9])=[N+:6]([O-:8])[CH:7]=1.P(Cl)(Cl)([Cl:15])=O.[OH-].[Na+]>ClCCl>[Cl:15][C:3]1[C:2]([Cl:1])=[CH:7][N+:6]([O-:8])=[C:5]([CH3:9])[CH:4]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 13419572HCID 13419572, compound

Product 1

HCID 13682777HCID 13682777, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred and cooled solution of 5-chloro-4-nitro-2-methyl-pyridine-N-oxide (9.7 g) in dichloromethane (100 ml) at 5°-10°, a solution of phosphoryl chloride (14.7 ml) in dichloromethane (100 ml) was added. The solution was heated under reflux for 4.5 hours, poured on ice-water and basified (NaOH) to pH 8-9. The dichloromethane was separated, dried (K2CO3), stripped and the residue triturated with ether filtered, washed and dried to give 4,5-dichloro-2-methylpyridine-N-oxide, (7.69 g). m.p.120°-123°

Workup

  1. temperatureThe solution was heated
  2. temperatureunder reflux for 4.5 hours
  3. customThe dichloromethane was separated
  4. dry with materialdried (K2CO3)
  5. customthe residue triturated with ether
  6. filtrationfiltered
  7. washwashed
  8. customdried

Sources & evidence

ORD record
ord-d31dae3b8dae492793ebe364071227ca
Source dataset
uspto-grants-1993_10
Patent number
US05250527

Reaction notes

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