Aniline → HCID 178468312, compound

Participants

Reaction Steps

Aniline (20 g, 0.215 mol) was dissolved in a mixture of concentrated hydrochloric acid (64 ml) and water (64 ml). To the resulting mixture was added dropwise at 0° C. a solution of sodium nitrite (16.3 g, 0.24 mol) in water (80 ml). The resulting diazonium salt was added to a mixture of sodium acetate (53 g, 0.64 mol), ethanol (225 ml) and pentane-2,4-dione (21.5 g, 0.22 mol) at room temperature. The resulting mixture was stirred for 1 h at room temperature. The precipitate was filtered off and washed with water (2×150 ml), 50% aqueous ethanol (2×50 ml), heptane (50 ml) and dried in vacuo at 50° C. for 18 h affording 39.3 g (90%) of 3-(phenylhydrazono)-pentane-2,4-dione as a solid.

Provenance & Evidence