Sodium Hydroxide → HCID 66578670, compound

Participants

Reaction Steps

To a solution of ethyl 6-methoxy-1-phenyl-1,4-dihydrothiochromeno[4,3-c]pyrazole-3-carboxylate 5,5-dioxide (0.23 g, 0.57 mmol) in THF (10 mL) is added aq. solution of NaOH (2.8 mL, 1 M, 2.85 mmol, 5 Eq) at 0° C. and the reaction mixture is stirred for 4 h. The solvent is removed under reduced pressure and aq. solution of HCl 1 M is added. The product is extracted with EtOAc (2×). The organic layer is washed with brine, dried over MgSO4 and concentrated under reduced pressure to afford 0.2 g (70%) of the title compound as a white solid. 1H NMR (DMSO-d6, 400 MHz) δ 13.5 (brs, 1H), 7.61-7.57 (m, 3H), 7.46-7.42 (m, 3H), 7.26 (d, J=8.6 Hz, 1H), 6.35 (d, J=8.0 Hz, 1H), 4.88 (s, 2H), 3.90 (s, 3H). MS (ESI+): 371.0. HPLC (max plot) 98.9%; Rt 3.30 min.

Provenance & Evidence