Potassium Nitrate → 1-Bromo-2-chloro-5-fluoro-4-nitrobenzene

HRID 1019762Notes

Reaction equation

HRID 1019762 reaction equation
[N+:1]([O-:4])([O-])=[O:2].[K+].[Br:6][C:7]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:8]=1[Cl:14]>S(=O)(=O)(O)O>[Br:6][C:7]1[CH:12]=[C:11]([F:13])[C:10]([N+:1]([O-:4])=[O:2])=[CH:9][C:8]=1[Cl:14]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 27732632-Bromo-1-chloro-4-fluorobenzene

Product 1

HCID 104001051-Bromo-2-chloro-5-fluoro-4-nitrobenzeneYield 77%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Potassium nitrate (2.91 g, 28.8 mmol) was gradually added to a stirred solution of 1-bromo-2-chloro-5-fluorobenzene (5 g, 24 mmol) in concentrated sulphuric acid (50 mL) at −5° C. The reaction was stirred for 10 hours then slowly poured in to crushed ice with stirring. The formed precipitate was collected by filtration and dried under reduced pressure to give the title compound (4.7 g, 77%) as a solid.

Workup

  1. additionthen slowly poured in
  2. customto crushed ice
  3. stirringwith stirring
  4. filtrationThe formed precipitate was collected by filtration
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-60b5f559a5d142f49c252464127342c5
Source dataset
uspto-grants-2014_05
Patent number
US08716287B2

Reaction notes

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