Sodium hydrosulfide → 2-Chloro-4-(ethylsulfonyl)benzenethiol
Reaction equation
[SH-:1].[Na+].[CH2:3]([S:5]([C:8]1[CH:13]=[CH:12][C:11](F)=[C:10]([Cl:15])[CH:9]=1)(=[O:7])=[O:6])[CH3:4]>CN(C=O)C.[OH-].[Na+]>[Cl:15][C:10]1[CH:9]=[C:8]([S:5]([CH2:3][CH3:4])(=[O:7])=[O:6])[CH:13]=[CH:12][C:11]=1[SH:1]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Sodium hydrosulphide (0.252 g) was added to the product from example 4 step (i) (11.0 g) in dry DMF (10 ml) and stirred at RT for 2 h. The mixture was diluted with 2M sodium hydroxide solution and extracted with diethylether. The aqueous layer was acidified with 2M hydrochloric acid, extracted with ethyl acetate, dried and evaporated under reduced pressure, crude yield 1.60 g.
Workup
- extractionextracted with diethylether
- extractionextracted with ethyl acetate
- customdried
- customevaporated under reduced pressure, crude yield 1.60 g
Sources & evidence
- ORD record
- ord-2c5ad7ee73c7461dbae0cf95dc3459cd
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08022248B2
Reaction notes
Loading…