358 PROCEEDINGS OP THE AMERICAN ACADEMY 



Ethyl Trichlorpyromucate, C 5 C1 8 3 C 2 H 5 . — The ethyl ether was 

 prepared in the usual manner, by warming an alcoholic solution of the 

 acid with concentrated sulphuric acid. 5 parts of the acid, 10 parts of 

 absolute alcohol, and 5 parts of concentrated sulphuric acid (Sp. Gr. 

 1.84) were heated together for three hours at 100°. The ether was 

 then precipitated with water, washed with warm dilute sodic car- 

 bonate, and finally with water. The ether is readily soluble in hot 

 alcohol, more sparingly in cold alcohol, and crystallizes in flat prisms 

 which melt at 62-63°. 



I. 0.2142 grm. substance dried over H 2 S0 4 gave 0.3793 grm. AgCl. 

 II. 0.2536 grm. substance dried over H 2 S0 4 gave 0.4476 grm. AgCl. 



CI 



Trichlorpyromucamide, C 5 Cl a 2 NH 2 . — Concentrated aqueous am- 

 monia attacks the trichlorpyromucic ether but slightly at ordinary tem- 

 peratures. Even after three hours' heating in a sealed tube at 100° 

 most of the ether was found to be unaltered, and we were obliged to 

 prepare the amide from the acid chloride by the action of solid am- 

 nionic carbonate. The amide is but sparingly soluble even in hot 

 water and crystallizes in long slender needles, which melt at 160-161°. 



0.3804 grm. substance dried over H 2 S0 4 gave 23.2 c.c. moist N at 21° 

 under a pressure of 765 mm. 



Calculated for 

 C 6 C1 3 2 NH 2 . Found. 



N 6.53 6.95 



Although there could be no doubt as to the constitution of the 

 trichlorpyromucic acid it seemed better for the sake of completeness to 

 study its behavior with oxidizing agents. 



Action of Bromine and Water. 



Trichlorpyromucic acid was suspended in ten times its weight of 

 cold water, and a little more than one molecule of bromine was added. 

 Carbonic dioxide was evolved and the color of the bromine rapidly 

 disappeared. When the reaction had been completed, a white insolu- 

 ble substance remained, which was removed by filtration and washed 

 with a dilute solution of sodic carbonate. The alkaline solution gave 

 on acidification a copious precipitate of unaltered trichlorpyromucic 

 acid, whose identity was established by the melting point 172-173°. 

 The substance which remained undissolved by the alkaline solution 



