[OH:1][CH2:2][CH2:3][NH2:4].[N+:5]([O-:8])([OH:7])=[O:6].CC(OC(C)=O)=O>CCOC(C)=O>[N+:5]([O-:8])([O-:7])=[O:6].[N+:5]([O:1][CH2:2][CH2:3][NH3+:4])([O-:7])=[O:6]2-Hydroxyethylamine (5 g, 81.9 mmol) in EtOAc (40 mL) was added drop-wise to a mixture of fuming HNO3 (18 g, 12 mL, 0.29 mol) and Ac2O (54 g, 50 mL, 0.53 mol) at −10° C. The reaction mixture was stirred at 0° C. for 10 minutes and at room temperature for 10 minutes. The solvent was evaporated in high vacuo at 40° C. The residue was sonicated with ether. The solid was filtered and washed with hexane to give the title compound as a white solid. Mp 92-94° C. 1H NMR (300 MHz, d6-DMSO) δ 7.71-8.25 (bs, 3H), 4.72 (t, J=5.0 Hz, 2H), 3.23 (d, J=5.0 Hz, 2H). 13C NMR (75 MHz, d6-DMSO) δ 70.9, 37.4.
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