c develops and solid material separates the solid is filtered off to give 7 7 g of product i having a melting point of 132 to 135 u00b0 c a second crop of this compound i weighing 1 g and melting at 129 to 133 u00b0 c is separated from the mother liquors recrystallization of the 7 7 g portion from 50 ml of ethyl acetate gives pure pyruvoyl chloride 1 o chlorophenyl hydrazone i which after cooling to 0 u00b0 c weighs 4 6 g and has a melting point of 133 to 135 u00b0 c anal calcd for c 9 h 8 cl 2 n 2 o c 46 77 h 3 49 cl 30 69 n 12 13 found c 46 71 h 3 83 cl 30 37 n 12 21 to 86 g 0 5 mole of p bromoaniline sufficient glacial acetic acid is added to dissolved it the solution kept at 0 u00b0 c has 225 ml of concentrated hydrochloric acid added to it then 36 g 0 52 mole of sodium nitrite in 100 ml of water is added followed by 200 g of sodium acetate to this solution 50 g 0 5 mole of 2 4 pentanedione in a solution of 20 g of sodium hydroxide in 200 ml of water is added after about 1 hour the solid that precipitates is collected washed with water dried and recrystallized from ethanol benzene to give 75 g of 2 3 4 pentanetrione 3 p bromophenyl hydrazone iii melting at 141 u00b0 to 142 u00b0 c an analytical sample recrystallized from absolute ethyl acetate gives 5 7 g of product iii melting at 141 u00b0 to 142 u00b0 c anal calcd for c 11 h 11 brn 2 o 2 c 46 66 h 3.