Water → HCID 19750885, compound

Participants

Reaction Steps

A solution of 2-(acetyloxy)-N-[[[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]amino][1-methyl-2-(phenylmethylene)hydrazino]methylene]acetamide (0.74 g) in 2N hydrochloric acid was heated at 98°-100° for 1 h. Water (5 ml) was added to the cooled solution which was washed with ethyl acetate. The aqueous fraction was made alkaline with sodium carbonate and the solution was evaporated to dryness in vacuo. The residue was suspended in ethyl acetate (20 ml), excess anhydrous sodium carbonate and decolourising charcoal were added. The suspension was boiled for 10 mins, cooled, filtered and the filtrate was evaporated in vacuo. The residual oil was chromatographed on silica using methanol:0.88 ammonia, (79:1) to give the title compound (0.35 g) as a pale brown oil.

Provenance & Evidence