Hydrochloric Acid → HCID 66879498, compound

Participants

Reaction Steps

To a stirred solution of tert-butyl (4R)-4-(aminocarbonyl)-1,3-thiazolidine-3-carboxylate (23 g, 0.1 mol) in ethylacetate (50 mL) at 0° C. was added dry HCl in ethylacetate (3.5 N, 250 mL). The resulting mixture was stirred at room temperature for 2 h, the volatiles were removed under reduced pressure and the residue was triturated with ethylacetate several times to obtain (4R)-1,3-thiazolidine-4-carboxamide hydrochloride salt as an off-white powder (16.5 g) quantitatively. M.R, 201.8-203.9° C.; m/z (M+1), 133; IR cm−1 3387, 3250, 3189, 2857, 1706, 1675, 1612, 1371, 1123, 894; 1H NMR (DMSO-d6) 300 MHz δ 10.30-9.60 (s (br), ½H), 8.10 (s (br), ½H), 7.77 (s (br), 1H), 4.40 (t, J=7.0 Hz, 1H), 4.31 (d, J=9.6 Hz, 1H), 4.25 (d, J=9.6 Hz, 1H), 3.50-3.30 (m, 1H), 3.15 (dd, J=7.0, 11.7 Hz, 1H).

Provenance & Evidence