Hydrochloric Acid → HCID 13079849, compound

Participants

Reaction Steps

Hydrochloric acid (11.5N, 0.90 ml) was added to 5-(4-amino-3,5-dibromophenyl)-3-ethoxycarbonyl-2-methyl pyridine (2 g) in glacial acetic acid (20 ml). Sodium nitrite (0.37 g) in water (2 ml) was added at 0°-5° C. and, after standing for 0.5 hour at this temperature, the mixture was poured into 30% aqueous hypophosphorous acid (3.88 g) in water (10 ml). The mixture was stirred at room temperature for 0.5 hour, diluted with water, made alkaline with triethylamine and extracted with diethyl ether. The extract was washed with sodium bicarbonate solution and water, dried and filtered through a column of silica. Concentration of the filtrate and recrystallisation of the residue from petroleum ether (b.p. 40°-60°) gave the title compound (0.97 g), m.p. 100°-2°.

Provenance & Evidence