90 



On the Action of Cyanogen on Anthranilic Acid. 



[Recess, 



body separates, the formation of which is represented by the following 

 equation : — 



C 10 H 10 N, O a + H 2 O = C 8 H„ N, 0, + C, H e O. 



New Alcohol, 

 compound. 



This new compound, C 8 H 6 N 2 0 2 , is very difficultly soluble in boiling 

 water, alcohol, and ether, and crystallizes in small white brilliant plates. 

 It is likewise disolved by solutions of caustic alkalies, but is again, however, 

 separated by carbonic acid. On adding a solution of silver salt to its 

 aqueous or alcoholic solution (neither of which has any action on vege- 

 table colours), a white precipitate is formed. Fuming nitric acid converts 

 this body into a nitro-compound, crystallizing in honey-yellow prisms of 

 the composition C 8 H. (NO a )N 2 0 2 . On treating the latter with sulphide 

 of ammonium or with tin and hydrochloric acid, it is reduced and fur- 

 nishes a basic amido-compound crystallizing in slightly yellowish-tinted 

 needles, difficultly soluble in all neutral liquids. Its composition is 

 C 8 H 5 (NH 2 ) N 2 0 a . Compounds of this amido-body with acids crystallize 

 well generally, but are for the most part difficultly soluble. 



Action of Ammonia on the Compound C 10 H 10 N 2 O 2 . — On digesting the 

 body for several days at 100° C. in sealed tubes with alcoholic ammonia, it 

 is gradually converted into a base, almost insoluble in water and difficultly 

 soluble in boiling alcohol ; from this it crystallizes in brilliant nacreous 

 plates. 



Its composition agrees with the formula C 8 H 7 N 3 O, and its formation 

 takes place according to the equation 



C 10 H 10 N 2 0 2 + NH 3 = C 8 H 7 N 3 0 + C a H 6 O. 



New base. Alcohol. 

 This new base is monacid. Its nitrate is especially characteristic, for it 

 is almost insoluble in water and alcohol. It separates out from very dilute 

 solutions of the base in the form of small white plates on the addition of 

 nitric acid. Its platinum-salt crystallizes in thick yellow needles, and has 

 the composition 2(C 8 H 7 N 3 O), 2HC1, Pt Cl 4 . 



The compounds just described may one and all be viewed as substitution 

 products of anthranilic acid, viz. :— 



Anthranilic acid C 7 H 7 N0 2 =C 7 H 6 NO.HO. 



New ether C l0 H 10 N,O 2 =C 7 H 5 (CN) NO.C 2 H 5 O. 



ft f^CT 0 4^cr 8 ! ti0n . rf tbe } C * H * =C 7 H 5 (CN)NO.HO 

 Nitro-compound... C 8 H 5 (N 0 2 ) N 2 0 2 =C- H 4 (N0 2 ) (CN) NO. HO. 



Amido-compound C 8 H 5 (N H 2 )N 2 0 2 =C 7 H 4 (NIL^ (CN) NO. HO. 



Base obtained from the ether by 1 c H N 3 O =CLH 5 (CN)NO.H 2 N. 



the action of NH 3 J 8 7 3 ' 5 v ' 3 



As I intend taking an early opportunity of considering the rational con- 

 stitution of these bodies somewhat more fullv, I content mvself for the 



