1866.] 



of Phosphorus on the Aromatic Monamines. 



61 



bustion of the body and the analysis of its platinum-salt, which crystaUized 

 in rhombic plates difficultly soluble in water and almost insoluble in alco- 

 hol, led to the formula 



C„H,.N,=(C,H,), N, 



Benzijldiphenyldiamine. — By substituting benzoic acid for valeric acid in 

 the reaction just described, the corresponding benzyl-compound is obtained. 

 I have prepared this substance by the action of 1 molecule of trichloride of 

 phosphorus on a mixture of 3 molecules of phenylbenzamide and 3 molecules 

 of hydrochlorate of aniline. The reaction takes place in the ordinary way. 

 The product is a very weak base crystallizing in fine silky needles. The 

 hydrochlorate forms thin brilliant plates difficultly soluble in water, which 

 upon re-crystallization lose their acid. The analysis led to the formula 



H J 



This compound has been already observed by Gerhardt. He obtained it 

 whilst examining the action of pentachloride of phosphorus on the amides, 

 the last experiments which he performed before his death. A short notice 

 of this investigation, found after his death, has been published by INI. 

 Cahours *. 



The phenyl-com pounds of the acetic and valeric groups above described 

 are naturally linked with a compound which several years ago I procured 

 by an essentially different reaction. This substance, which at the time 

 I described under the name of formijldipheiiyldiam.ine'^, but to which, 

 in accordance with my present ideas on nomenclature, I would give the 

 name methenijldiphenyldiamine, is obtained by the action of chloroform on 

 aniline ; its relation to the compounds before mentioned is seen by a glance 

 at the following formulae : — 



(C H)"'1 



Methenyldiphenvldiamine, C^, H,, N.,= (C, H,), VN,. 



H J - 



Etlieiivldiphenvldiamme, C„ H,^ N,=(C„ H,), ?Nj. 



H J 



(C.H.)"'l 



Quintenyldiplienvldiamine, C,- H.,„ N,=(Ce H-), \ N,. 



H - J 



It seemed worth while to establish by a special experiment the analogy of 

 methenyldiphenyldiamine, obtained in so different a reaction, with the 

 substances just described. For this purpose I submitted phenylform- 



* Ann. Ch. Phys. [3], vol. liii. p. 302. 



t Pj-oceediiig3 of the Royal Society, vol. ix. p. 229. 



