Reacción #1772012
ord-b0440208bb064fc9abb13d3d1bdff989
Ecuación de reacción
2-(4′-nitrophenyl)-6-hydroxy benzothiazole
acetone
K2CO3
MsCl
→
2-(4-nitrophenyl)-6-methylsulfoxy benzothiazole
Rendimiento 68.0%
Reactivos
Ninguno
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Filtraciónthe reaction mixture was filtered
- 2ConcentraciónThe filtrate was concentrated
- 3Otrothe residue was purified by flash column (silica gel, hexane:ethyl acetate=4:1)
Procedimiento
To a solution of 2-(4′-nitrophenyl)-6-hydroxy benzothiazole (50 mg, 0.18 mmol) dissolved in acetone (7 mL, anhydrous) was added K2CO3 (100 mg, 0.72 mmol, powdered) and MsCl (200 ul). After stirring for 2 hrs, the reaction mixture was filtered. The filtrate was concentrated and the residue was purified by flash column (silica gel, hexane:ethyl acetate=4:1) to give 2-(4-nitrophenyl)-6-methylsulfoxy benzothiazole (44 mg, 68%) as pale yellow solid. 1HNMR (30 MHz, acetone-d6) δ (ppm): 8.50-8.40 (m, 4H), 8.29 (d, J=2.3 Hz, 1H), 8.23 (d, J=8.9 Hz, 1H), 7.61 (dd, J1=2.3 Hz, J2=8.9 Hz, 1H).