Hydroxylamine → HCID 76748362, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-[(2′-oxo-5,6-dihydrospiro[benzo[1,2-b:5,4-b′]difuran-3,3′-indol]-1′(2′H)-yl)methyl]benzonitrile (1.15 g, 2.92 mmol) in dimethyl sulfoxide (20 mL) was added hydroxylamine (50% wt in H2O, 2 mL, 32.67 mmol). The reaction was stirred at 80° C. for 3 h, and cooled to ambient temperature. The precipitate was collected by filtration, washed with water and diethyl ether, and dried in vacuo to afford N′-hydroxy-3-[(2′-oxo-5,6-dihydrospiro[benzo[1,2-b:5,4-b′]difuran-3,3′-indol]-1′(2′H) yl)methyl]benzenecarboximidamide (0.85 g, 68%): 1H NMR (300 MHz, CDCl3) δ 7.96 (br s, 1H), 7.61 (s, 1H), 7.53-7.50 (m, 1H), 7.38-7.35 (m, 2H), 7.21-7.15 (m, 2H), 7.03-6.98 (m, 1H), 6.77-6.74 (m, 1H), 6.48 (s, 1H), 6.40 (s, 1H), 5.12-4.68 (m, 6H), 4.49 (t, J=8.6 Hz, 2H), 3.01-2.91 (m, 2H); MS (ES+) m/z 427.8 (M+1).

Provenance & Evidence