Tetrafluoroboric acid → HCID 87552849, compound

HRID 469304Notes

Reaction equation

HRID 469304 reaction equation
[Br:1][C:2]1[CH:8]=[C:7]([CH3:9])[C:5]([NH2:6])=[C:4]([CH3:10])[CH:3]=1.[F:11][B-:12]([F:15])([F:14])[F:13].[H+].[N:17]([O-])=O.[Na+]>O>[F:11][B-:12]([F:15])([F:14])[F:13].[Br:1][C:2]1[CH:8]=[C:7]([CH3:9])[C:5]([N+:6]#[N:17])=[C:4]([CH3:10])[CH:3]=1

Participants

5

Reactant 3

HCID 28118Tetrafluoroboric acidHCID 905494-Bromo-2,6-xylidineHCID 23668193Sodium Nitrite

Product 1

HCID 87552849HCID 87552849, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

21.2 g (0.104 mol) 4-bromo-2,6-dimethylaniline in 58.0 mL (0.444 mol) tetrafluoroboric acid (48% in water) were diluted with water to form a stirrable suspension. 7.18 g (0.104 mol) sodium nitrite, dissolved in water, were slowly added dropwise to the reaction mixture which was cooled to 0° C. After the addition had ended the mixture was stirred for 1 h at RT. The product precipitated as a solid was suction filtered, washed three times with diethyl ether and dried.

Workup

  1. customto form a stirrable suspension
  2. additionwere slowly added dropwise to the reaction mixture which
  3. additionAfter the addition
  4. customThe product precipitated as a solid
  5. filtrationfiltered
  6. washwashed three times with diethyl ether
  7. customdried

Sources & evidence

ORD record
ord-ba0d5a161b4848e98e9d377e46589b1c
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Reaction notes

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