Phosphorus oxychloride → 6-Chloro-2-methyl-3-nitropyridine

HRID 1799569Notes

Reaction equation

HRID 1799569 reaction equation
[CH3:1][C:2]1[N:7]=[C:6](O)[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].P(Cl)(Cl)([Cl:14])=O>>[Cl:14][C:6]1[N:7]=[C:2]([CH3:1])[C:3]([N+:9]([O-:11])=[O:10])=[CH:4][CH:5]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178433443HCID 178433443, compound

Product 1

HCID 2531236-Chloro-2-methyl-3-nitropyridine

Procedure

A roundbottom flask was charged with a solution of 6-methyl-5-nitropyridin-2-ol (1.5 g, 9.74 mmol) in phosphorus oxychloride (5 ml). To the mixture was added phosphoryl pentachloride (2.0 g, 9.59 mmol). The resulting solution was allowed to react, with stirring, for three hours while the temperature was maintained at reflux. The mixture was poured into ice water and the solids that formed were collected by filtration to afford the title compound.

Workup

  1. customto react
  2. temperaturewas maintained
  3. temperatureat reflux
  4. customthe solids that formed
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-9bad6e18bb6048a2b03c864bf85ec329
Source dataset
uspto-grants-2013_01
Patent number
US08344144B2

Reaction notes

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