Trifluoroacetic anhydride → 5-Fluoro-3-(thiazol-2-ylcarbonyl)thiophenol
Reaction equation
C[S:2]([C:4]1[CH:5]=[C:6]([C:11]([C:13]2[S:14][CH:15]=[CH:16][N:17]=2)=[O:12])[CH:7]=[C:8]([F:10])[CH:9]=1)=O.C(OC(C(F)(F)F)=O)(C(F)(F)F)=O>ClC(Cl)C>[F:10][C:8]1[CH:7]=[C:6]([C:11]([C:13]2[S:14][CH:15]=[CH:16][N:17]=2)=[O:12])[CH:5]=[C:4]([SH:2])[CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
To a solution of the sulfoxide from Step 2 (0.35 g, 1.29 mmol) in dichloroethane (2.6 mL) was added TFAA (2.6 mL). The mixture was stirred at 80° C. for 0.5 h, cooled and evaporated. The residue was dissolved in MeOH: Et3N (1:1, 5 mL). The solvent was evaporated and taken up again in MeOH/Et3N. After evaporation of the solvent and chromatography using hexane:EtOAc (70:30) 0.28 g of the title compound was obtained.