3-Chloro-2,4-pentanedione → HCID 131728329, compound

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Reaction Steps

To a solution of N-pyrazin-2-ylthiourea (5 g, 0.032 mol) in absolute ethanol (50 ml) is added 3-chloro-2,4-pentanedione (4.4 g, 0.032 mol). 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 1-[4-Methyl-2-(pyrazin-2-ylamino)-1,3-thiazol-5-yl]ethanone, hydrochloride salt as white-off solid (7 g; 92%). 1H NMR (DMSO-d6, 300 MHz): δ 2.47 (s, 3H), 2.57 (s, 3H), 8.21 (s, 1H), 8.41 (s, 1H), 8.48 (s, 1H), 12.2 (br s, 1H). M+ (ESI): 234.9. HPLC (Method B), Rt: 1.56 min (purity: 97.75%). TLC: Chloroform/methanol (9/1): Rf−0.25. Mp: 224° C.-229° C.

Provenance & Evidence