Tetrafluoroboric acid → HCID 86590979, compound

HRID 1356689Notes

Reaction equation

HRID 1356689 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([S:10][C:11]#[N:12])=[CH:6][C:3]=1[C:4]#[N:5].[H+].[B-:14]([F:18])([F:17])([F:16])[F:15].[N:19]([O-])=O.[Na+]>C(O)C.O>[F:15][B-:14]([F:18])([F:17])[F:16].[C:4]([C:3]1[CH:6]=[C:7]([S:10][C:11]#[N:12])[CH:8]=[CH:9][C:2]=1[N+:1]#[N:19])#[N:5]

Participants

6

Reactant 3

HCID 28118Tetrafluoroboric acidHCID 18509302HCID 18509302, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 86590979HCID 86590979, compoundYield 95.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 2-amino-5-(thiocyanato)benzonitrile (2.00 g (11.4 mmol)) and 42% borofluoric acid (7.16 g (34.2 mmol)) in ethanol (10.0 ml), a solution of sodium nitrite (0.87 g (12.6 mmol)) in water (1.2 ml), was added dropwise under cooling with ice. The mixture was stirred under cooling with ice for 2 hours and crystals separated were filtered. The solid was washed with water, methanol and then ether, successively, and dried under reduced pressure to give 2.98 g (95%) of 2-cyano-4-(thiocyanato)benzenediazonium fluoroborate as white crystals.

Workup

  1. temperatureunder cooling with ice
  2. temperatureunder cooling with ice for 2 hours
  3. customcrystals separated
  4. filtrationwere filtered
  5. washThe solid was washed with water, methanol
  6. dry with materialether, successively, and dried under reduced pressure

Sources & evidence

ORD record
ord-db66323a5ecb46289d8343ad099883d9
Source dataset
uspto-grants-2003_07
Patent number
US06586617B1

Reaction notes

Loading…