2-Aminothiazole → HCID 86748184, compound

Participants

Reaction Steps

A solution of 2.3 g of 2-aminothiazole and 1.55 ml of ethyl propiolate in 10 ml of dichloromethane and 5 ml of dimethylformamide was stirred at ambient temperature for 3 days. The resulting mixture was filtered, and the filtrate was concentrated in vacuo. The residue was chromatographed on silica gel using first 20% then 40% ethyl acetate in hexane to provide 1.54 g (51%) of the desired compound. 1H NMR (CDCl3) δ 1.30 (t, J=7 Hz, 3 H), 4.22 (q, J=7 Hz, 2 H), 5.79 (d, J=15 Hz, 1 H), 6.03 (d, J=5 Hz, 1 H), 6.68 (d, J=5 Hz, 1 H), 7.47 (br, 1 H), 8.17 (d, J=15 Hz, 1 H). Mass spectrum: (M+H)+ =199.

Provenance & Evidence