Benzenesulfonyl chloride → HCID 16222448, compound

Participants

Reaction Conditions

Reaction Steps

Taken potassium hydride 153.80 mg, 1.15 mM (30% suspension in mineral oil) in tetrahydrofuran (15 ml) and stirred at 25° C. for 10 mt. The reaction mixture was cooled to 10-15° C. Dimethyl-(2,3,4,9-tetrahydro-1H-carbazol-3-yl)amine (190 mg, 0.88 mM), dissolved in 5 ml of THF, was added slowly under stirring maintaining mass temperature below 25° C. The reaction mass was further stirred for 1 hour at 25° C. Then added a solution of Benzene sulphonyl chloride (235 mg, 1.33 mM, dissolved in 5 ml of THF) drop wise over a period of 15 mts. The reaction mass was stirred, while monitoring the progress of the reaction by TLC, for 2 hours at 25° C. After the completion of reaction, the mixture was diluted with 75 mL of ice water and extracted with ethyl acetate; Organic layer was washed with brine solution. The ethyl acetate extract was dried over anhydrous sodium sulfate; filtered and solvent was removed under reduced pressure to obtain the exude product. The residual mass was purified by flash chromatography (silica gel, EtoAc/n-Hexane, 9/1) to get the title compound, which was characterized by IR, NMR and mass spectral analyses.

Provenance & Evidence