3-Chloro-2,4-pentanedione → HCID 178467552, compound

Participants

Reaction Steps

To a solution of N-1H-pyrazol-3-ylthiourea (5 g, 0.0352 mol) in absolute ethanol (50 ml) is added 3-chloro-2,4-pentanedione (4.78 g, 0.0352 mol) and the mixture is refluxed for 20 h under nitrogen. The reaction mixture is cooled down to rt and the resulting precipitate is filtered, washed with ethanol (25 ml) and dried under suction to afford the desired product as hydrochloride salt. It is neutralized with 10% solution of sodium bicarbonate, filtered and dried to afford 1-[4-Methyl-2-(1H-pyrazol-3-ylamino)-1,3-thiazol-5-yl]ethanone as pale brown solid (5 g, 64%). 1H NMR (CD3OD, 300 MHz): δ 2.49 (s, 3H), 2.61 (s, 3H), 6.14 (br s, 1H), 7.62 (br s, 1H). HPLC (Method B), Rt: 4.31 min (purity: 98.07%). TLC—Chloroform/methanol (8/2): Rf 0.4. Mp: 224-227° C.

Provenance & Evidence