反应详情

温度

80 °C

To a suspension of 3-(N-allylsulfamoyl)benzoic acid (2 g, 8.29 mmol) in 1,2-dichloroethane (25 mL) was added thionyl chloride (1.271 mL, 17.41 mmol) dropwise. The suspension was stirred for 2 hours at 80° C. After 2 hours, the reaction mixture was concentrated to an off-white solid. The solid was redissolved in 25 mL acetone, and potassium isothiocyanate (0.967 g, 9.95 mmol) was added. A precipitate formed immediately upon addition. The reaction was stirred at 50° C. After 2 hours, the reaction was filtered, concentrated, and adsorbed onto a silca-gel pre column. The residue was purified by column chromatography, eluting with 20-100% EtOAc in hexanes, to provide 3-(N-allylsulfamoyl)benzoyl isothiocyanate as an off-white solid (0.71 g, 30.3% yield). MS, m/z (C11H10N2O3S2): calcd, 282.0. found, 282.9 [M+H].

1. waitAfter 2 hours
2. concentrationthe reaction mixture was concentrated to an off-white solid
3. dissolutionThe solid was redissolved in 25 mL acetone
4. customA precipitate formed immediately upon addition
5. stirringThe reaction was stirred at 50° C
6. waitAfter 2 hours
7. filtrationthe reaction was filtered
8. concentrationconcentrated
9. customThe residue was purified by column chromatography
10. washeluting with 20-100% EtOAc in hexanes