Pyridine → HCID 178475435, compound

Participants

Reaction Steps

2-Mercapto-3-pyridinol (25) (1.27 g) was dissolved in tetrahydrofuran (50 ml) and treated with acetic anhydride (2 ml) and pyridine (1 ml). The reaction was stirred at room temperature for 48 hours, the solvent evaporated and the residue chromatographed on silica H [Merck Kieselgel 60 (>230 mesh)] to yield 3-acetoxy-2-mercaptopyridine (26) as a yellow crystalline solid from ethyl acetate (0.9 g) m.p. 178°-80°; νmax (CHCl3) 3400, 1760, 1605, 1590, 1460, 1180 cm-1 ; δ (CDCl3 +DMSO-d6) 2.36 (3H, s, COCH3) 6.80 (1H, dd, J18, 20 Hz, CS-H), 7.18 (1H, d) and 7.60 (1H, d,) C4 and C6 H's (Found: C, 49.77; H, 4.16; N, 8.36. C7H7NO2S requires C, 49.70; H, 4.14; N, 8.28%).

Provenance & Evidence