Tetrafluoroboric acid → HCID 23359037, compound

HRID 232653Notes

Reaction equation

HRID 232653 reaction equation
[F:1][C:2]1[C:8]([CH3:9])=[C:7]([F:10])[CH:6]=[C:5]([CH3:11])[C:3]=1[NH2:4].[F:12][B-:13]([F:16])([F:15])[F:14].[H+].[N:18]([O-])=O.[Na+]>O>[F:12][B-:13]([F:16])([F:15])[F:14].[F:1][C:2]1[C:8]([CH3:9])=[C:7]([F:10])[CH:6]=[C:5]([CH3:11])[C:3]=1[N+:4]#[N:18]

Participants

5

Reactant 3

HCID 28118Tetrafluoroboric acidHCID 233590392,4-Difluoro-3,6-dimethylanilineHCID 23668193Sodium Nitrite

Product 1

HCID 23359037HCID 23359037, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 2,4-difluoro-3,6-dimethylaniline (3.1 g) are added 42% tetrafluoroboric acid (9 ml) and water (4.5 ml) with stirring and under ice-cooling, followed by dropwise addition of a solution of sodium nitrite (1.6 g) in water (3.2 ml) below 10° C. After stirring the mixture at 0° C. for 15 minutes, the resulting crystals are filtered, washed with a mixture of ethanol-diethyl ether (1:2) and then with diethyl ether, followed by drying under reduced pressure to give 2,4-difluoro-3,6-dimethylbenzene diazonium tetrafluoroborate (1.78 g).

Workup

  1. temperaturecooling
  2. stirringAfter stirring the mixture at 0° C. for 15 minutes
  3. filtrationthe resulting crystals are filtered
  4. washwashed with a mixture of ethanol-diethyl ether (1:2)
  5. customby drying under reduced pressure

Sources & evidence

ORD record
ord-393b5345e04447cd88a50ee65f9c03d6
Source dataset
uspto-grants-1997_01
Patent number
US05591744

Reaction notes

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