Nitric Acid → 2,4-Dibromo-1-nitrobenzene

HRID 2264361Notes

Reaction equation

HRID 2264361 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Br:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Br:12])[CH:7]=1>S(=O)(=O)(O)O.O>[Br:5][C:6]1[CH:7]=[C:8]([Br:12])[CH:9]=[CH:10][C:11]=1[N+:1]([O-:4])=[O:2]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 79271,3-Dibromobenzene

Product 1

HCID 123156462,4-Dibromo-1-nitrobenzene

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Procedure

Add drop wise fuming nitric acid (101.40 mL) to a solution of 1,3-dibromo benzene (102.51 mL) in concentrated sulfuric acid (322.79 mL) and water (62.39 mL) at 0° C. Warm to RT and stir for 12 h. Pour the reaction on ice-water (1500 mL). Filter the resulting yellow solid under vacuum and dry to afford 178.46 g of the title compound. MS (ES+): m/z=281 (M+H)+.

Workup

  1. additionPour
  2. customthe reaction on ice-water (1500 mL)
  3. filtrationFilter the resulting yellow solid under vacuum
  4. customdry

Sources & evidence

ORD record
ord-b86b7d4c843c42278b194b58e48a4015
Source dataset
uspto-grants-2010_12
Patent number
US07855211B2

Reaction notes

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