Ammonium Chloride → 1-Bromo-3-fluoro-5-(methylsulfanyl)benzene
Reaction equation
[Br:1][C:2]1[CH:7]=[C:6](F)[CH:5]=[C:4]([F:9])[CH:3]=1.[CH3:10][S-:11].[Na+].[Cl-].[NH4+]>CN(C=O)C>[Br:1][C:2]1[CH:7]=[C:6]([S:11][CH3:10])[CH:5]=[C:4]([F:9])[CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
50.0 g of 1-bromo-3,5-difluorobenzene and 18.2 g sodium methanethiolate were stirred at 150° C. for 15 min in 300 ml of anhydrous DMF. Subsequently, the mixture was cooled to room temperature, poured onto 1 l of saturated aqueous ammonium chloride solution and extracted three times with 200 ml each of EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. 48.5 g of the title compound were obtained as a pale yellow oil.
Workup
- extractionextracted three times with 200 ml each of EA
- dry with materialThe combined organic phases were dried over magnesium sulfate
- customthe solvent was removed in vacuo
Sources & evidence
- ORD record
- ord-0fed665e646b48949a77f488e0853f68
- Source dataset
- uspto-grants-2011_12
- Patent number
- US08076324B2
Reaction notes
Loading…