Potassium Carbonate → 2-(2-Bromo-1,1,2,2-tetrafluoroethylthio)-1,3-dichlorobenzene

HRID 980246Notes

Reaction equation

HRID 980246 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[SH:9].C(=O)([O-])[O-].[K+].[K+].[Br:16][C:17]([F:23])([F:22])[C:18]([F:21])([F:20])Br>CN(C)C=O>[Br:16][C:17]([F:23])([F:22])[C:18]([F:21])([F:20])[S:9][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[Cl:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 313011,2-Dibromo-1,1,2,2-tetrafluoroethaneHCID 90671Benzenethiol, 2,6-dichloro-

Product 1

HCID 202224162-(2-Bromo-1,1,2,2-tetrafluoroethylthio)-1,3-dichlorobenzeneYield 35.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a manner similar to Step A of Example 1, the reaction of 26.0 g (0.25 mole) 2,6-dichlorothiophenol, 20.0 g (0.15 mole) potassium carbonate and 75.4 g (0.30 mole) 1,2-dibromotetrafluoroethane in 200 ml of N,N-dimethylformamide produced 31.5 g of 2-(2-bromo-1,1,2,2-tetrafluoroethylthio)-1,3-dichlorobenzene as an oil. The nmr and ir spectra were consistent with the proposed structure.

Sources & evidence

ORD record
ord-0cfe2562272e4f6a98af5964c297079a
Source dataset
uspto-grants-1987_01
Patent number
US04636523

Reaction notes

Loading…