Phosphorus trichloride → 2,6-Dichloro-4-nitropyridine

HRID 1262784Notes

Reaction equation

HRID 1262784 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([Cl:11])[N+:3]=1[O-].P(Cl)(Cl)Cl>C(Cl)CCl>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([Cl:11])[N:3]=1

Participants

4

Reactant 2

HCID 24387Phosphorus trichlorideHCID 27847212,6-Dichloro-4-nitro-1-oxo-1lambda~5~-pyridine

Product 1

HCID 38410702,6-Dichloro-4-nitropyridine

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A solution of 20.9 gm (0.1 mol) of 2,6-dichloro-4-nitropyridine-1-oxide (J. Chem. Soc. B 1967, 1235) in 100 ml of ethylene chloride was heated to boiling and then 27.5 gm (0.2 mol) of phosphorus trichloride were added. The solution obtained was stirred for a further 8 hours under reflux and was then concentrated by evaporation in vacuo. The oily residue which remained was poured into ice water. The crystalline residue formed was recovered by suction filtration and washed neutral with water.

Workup

  1. customThe solution obtained
  2. temperatureunder reflux
  3. concentrationwas then concentrated by evaporation in vacuo
  4. additionThe oily residue which remained was poured into ice water
  5. customThe crystalline residue formed
  6. filtrationwas recovered by suction filtration
  7. washwashed neutral with water

Sources & evidence

ORD record
ord-1890f3cbbcea4747933af2f14abad8a2
Source dataset
uspto-grants-1984_06
Patent number
US04453972

Reaction notes

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