Acetic Acid → 2-Amino-9-benzyloxy-6-chloropurine

Participants

Reaction Steps

A solution of 9-benzyloxy-6-chloro-2-formamidopurine (3.0g; 9.88mmol) in 0.05M sodium ethoxide in ethanol was heated at reflux temperature for 11/2h and then cooled. Acetic acid (0.5ml) was then added and the solvent removed under vacuo. The residue was purified by column chromatography eluting with chloroform: methanol (50:1) to afford the title compound (2.0g; 73%). υmax (KBr) 3397, 3312, 3205, 1634, 1558, 1505, and 1468cm-1 ; δH [(CD3)2SO] 5.45 (2H, s, CH2Ar), 7.20 (2H, br.s, D2O exchangeable, NH2), 7.50 (5H, s, Ph), 8.15 (1H, s, H-8). (Found: C, 52.74; H, 3.70; N, 25.62%, C12H10N5OCl requires: C, 52.27; H, 3.66; N, 25.41%).

Provenance & Evidence