Tetrafluoroboric acid → 112822-81-8

HRID 330075Notes

Reaction equation

HRID 330075 reaction equation
[Br:1][C:2]1[C:3]([F:11])=[C:4]([CH3:10])[C:5]([F:9])=[C:6]([CH:8]=1)[NH2:7].[N:12]([O-])=O.[Na+].[F:16][B-:17]([F:20])([F:19])[F:18].[H+]>O>[F:16][B-:17]([F:20])([F:19])[F:18].[Br:1][C:2]1[C:3]([F:11])=[C:4]([CH3:10])[C:5]([F:9])=[C:6]([N+:7]#[N:12])[CH:8]=1

Participants

5

Reactant 3

HCID 28118Tetrafluoroboric acidHCID 140525645-Bromo-2,4-difluoro-3-methylbenzenamineHCID 23668193Sodium Nitrite

Product 1

HCID 14052565112822-81-8

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 5-bromo-2,4-difluoro-3-methylaniline (24.60 g) in 42% fluoroboric acid (150 ml) with stirring vigorously at -3° to 0° C. was added sodium nitrite (11.47 g) in water (20 ml) dropwise during 40 minutes. After stirring for 1.5 hours at 0° to 5° C., the reacting mixture was cooled with ice bath sufficiently and the resulting precipitate was collected by filtration. This precipitate was washed with small portion of water and ether and dried under reduced pressure to give the title compound (28.83 g) as pale brown prisms, mp 147°-150° C. (decompd.).

Workup

  1. stirringAfter stirring for 1.5 hours at 0° to 5° C.
  2. temperaturethe reacting mixture was cooled with ice bath sufficiently
  3. filtrationthe resulting precipitate was collected by filtration
  4. washThis precipitate was washed with small portion of water and ether
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-95d70f47181146238fd762f7ff864139
Source dataset
uspto-grants-1990_01
Patent number
US04894458

Reaction notes

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