1885.J 



The Chemical Constitution of [satin. 



201 



According to these figures the compound is anthranilic anilide, 

 C 6 H 4 NH 2 ,CONHC 6 H 5 , its formation corresponding to that of the 

 amide, and being shown by the following equation : — 



(C 6 H 4 N,CO)COOH + C 6 ^ j N= (C 6 H 4 NH 3 ,CO)NHC 6 H 5 + 0O 2 . 



Anthranilic anilide dissolves pretty readily in water, and very 

 readily in alcohol, ether, chloroform, and acetone ; from the alcoholic 

 solution it separates out in colourless prisms. Hydrochloric acid 

 decomposes it gradually into anthranilic acid and aniline. 



Action of Concentrated Nitric Acid on Isatoic Acid. — Nitro-Isatoic Acid. 



Mtric acid of 1*48 sp. gr. dissolves isatoic acid readily without heat- 

 ing or perceptible evolution of gas, and is thereby coloured red, and 

 gives off ruddy fumes. On standing for several hours the whole 

 solidifies to a homogeneous crystalline mass. After being freed from 

 the mother-liquor by suction through glass-wool, and recrystallised 

 from a mixture of equal parts of absolute alcohol and acetone, the 

 compound is obtained in beautiful mother-of-pearl glancing plates. 

 Its composition gives the formula C 8 H 4 N" 2 5 , and it is therefore a 



nitro-isatoic acid, NO* >CO.COOH. 

 N/ J 



On the first mother liquor from the crystals being mixed with water, 

 a voluminous precipitate subsided, which, after suction, as before, was 

 also recrystallised from a mixture of alcohol and acetone. The solu- 

 tion deposited, upon cooling, similar crystals to those above, and these 

 were subjected to analysis. 



I. 0*260 gram of the acid, after drying over H 2 S0 4 , gave 438 

 gram C0 2 and 0*052 gram H 2 0. 



II. 0*132 gram of the same substance gave, at 11° and 760 mm. 

 bar., 15*0 c.c. N. 



Calculated for Found. 



C 8 96 46 -15 p. c 45 -96 p. c. 



H 4 .../.. 4 1*92 „ 2-22 „ 



N 2 ...... 28 13*46 „ 13*55 „ 



5 80 



208 



The nitro-isatoic acid melts, with 

 230°, is almost insoluble in water, 

 insoluble in ether, and crystallises 

 alcohol and acetone in colourless 



VOL. XXXVIII. 



decomposition, between 220° and 

 difficultly soluble in alcohol, and 

 from a mixture of equal parts of 

 mother-of-pearl glaucing plates. 



p 



