Benzenesulfonyl chloride → HCID 57624556, compound

Participants

Reaction Steps

To a solution of ethyl 6-[(benzylamino)methyl]-1-benzothiophene-2-carboxylate (0.147 g, 0.452 mmol) and triethylamine (0.20 mL, 1.43 mmol) in anhydrous CH2Cl2 (1 mL) was slowly added benzene sulphonylchloride (100 μL, 0.784 mmol). The resulting mixture was allowed to stir overnight at room temperature. The solution was diluted with ethyl acetate and washed with saturated sodium bicarbonate solution. The aqueous layer was washed three times with ethyl acetate. The combined organic layer was dried with sodium sulfate, filtered, and concentrated. The resultant residue was purified by column chromatography yielding the desired product. 1H NMR (CDCl3, 600 MHz) δ 7.97 (d, J=0.6 Hz, 1H), 7.86 (dt, J=8.4, 1.6 Hz, 2H), 7.68 (d, 8.2 Hz, 1H), 7.60 (tt, J=7.2, 1.2 Hz, 1H), 7.51 (t, J=7.2 Hz, 2H), 7.40 (broad s, 1 μl), 7.16-7.19 (m, 3H), 7.09 (dd, J=8.3, 1.5 Hz, 1H), 6.99-7.05 (m, 2H), 4.43 (s, 2H), 4.39 (q, J=7.1 Hz, 2H), 7.35 (s, 2H), 1.40 (t, J=7.1 Hz, 3H). MS: cal'd (MH+), exp 466 (MH+).

Provenance & Evidence