N-acetyl-2,3-dichlorophenacylamine → Ethanone, 2-amino-1-(2,3-dichlorophenyl)-, hydrochloride

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Reaction Steps

50.0 g of the N-acetyl-2,3-dichlorophenacylamine obtained in (a) are heated for 2 hours under reflux in 500 ml of hydrochloric acid. The slightly turbid reaction solution is concentrated by evaporation and the residue is digested with ethyl acetate. The crystalline 2,3-dichlorophenacylamine hydrochloride is isolated by filtration and dried. Melting point: 217°-218° C. IR (solid/KBr) in cm-1 : 1695 (CO). (Another crystal modification shows two carbonyl resonance bands at 1690 and 1705 cm-1). 1H-NMR (DMSO, d6) in ppm: 4.54 (s, 2H); 7.6 (t,1H); 7.9 (m, 2H); 8.6 (s, 3H, replaceable with D2O).

Provenance & Evidence