Methanesulfonyl chloride → HCID 21184517, compound

Participants

Reaction Steps

To a solution of 6,6-dimethyl-3-methylthio-1-(pyrazol-3-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one (70 mg, 0.24 mmol) in CH2Cl2:THF (5:1, 6 mL), was added methanesulphonyl chloride (36 μL, 0.48 mmol) and 4-dimethylaminopyridine (58 mg, 0.48 mmol). The mixture was stirred at room temperature overnight then diluted with CH2Cl2 (10 mL) and washed with water (2×10 mL). The organic layer was separated, dried (Na2SO1) and evaporated. The residue was chromatographed on silica gel, eluting with CH2Cl2:MeOH (95:5), to give the title compound (38 mg, 43%) as a pale yellow solid. mp 193-195° C. Found: C, 47.72; H, 4,71; N, 7.16%. C15H18N2S3O3.0.3 (H2O) requires: C, 47.93, H, 4.99; N, 7.45%. 1HNMR (360 Hz, d6-DMSO) δ 1.02 (6H, s), 2.41 (2H, s), 2.64 (3H, s), 2.90 (2H, s), 3.61 (3H, s), 6.91 (1H, d, J=2.8 Hz). MS (ES+) 371 (M+1).

Provenance & Evidence