Ethanol → 2-[4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-2-oxo-piperazin-1-ylmethyl]-6,7-dihydro-5H-benzothiazol-4-one oxime

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Reaction Steps

2-[4-(6-Chloro-benzo[b]thiophene-2-sulfonyl)-2-oxo-piperazin-1-ylmethyl]-6,7-dihydro-5H-benzothiazol-4-one (24 mg, 0.05 mmol), hydroxylamine hydrochloride (20 mg, 0.3 mmol), sodium acetate (20 mg, 0.3 mmol) and EtOH (2 mL) are combined and stirred 3.5 h. The reaction is diluted with CH2Cl2 and washed with NH4Cl, NaHCO3 and concentrated to provide 2-[4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-2-oxo-piperazin-1-ylmethyl]-6,7-dihydro-5H-benzothiazol-4-one oxime. 1H NMR (300 MHz, DMSO-d6) δ 10.92 (s, 1H), 8.34 (d, 1H), 8.20 (s, 1H), 8.07 (d, 1H), 7.59 (dd, 1H), 4.70 (s, 2H), 3.87 (s, 2H), 3.49 (s, 4H), 2.74 (t, 2H), 2.61 (t, 2H), 1.81 (dt, 2H); (Ion Spray) 511 (M+H)+.

Provenance & Evidence