1868.] Aromatic Monamines into Acids richer in Carbon. 305 



into menaphthoxylic and hydrochloric acids. Addition of water produces 

 this effect instantaneously. 



In contactwith ammonia the chloride is converted into menaphthoxylamide, 

 with all the properties of the compound generated by the action of alco- 

 holic soda upon the nit rile. 



The action of aniline upon the chloride gives rise to the formation of 

 menaphthoxylphenylamidey 



C„H,0] 

 H J 



white crystals, insoluble in water, readily soluble in alcohol, easily puri- 

 fied by crystallization. Their fusing-point is 160°. 



When aniUne is replaced by naphthylamine, the corresponding naphth- 

 ylated compound, menaphtkoxylnaphthylamide, is produced, 



C„H,0] 



H J 



crystalline powder, insoluble in water and benzole, difficultly soluble in 

 alcohol. It fuses at 244° (corr.). 



On treating menaphthoxylic chloride with absolute alcohol, the ethyl- 

 ether of menaphthoxylic acid is formed, 



aromatic liquid, insoluble in water, boiling at 309° (corr.). 



I have also prepared the anhydride of menaphthoxylic acid by submitting, 

 according to Gerhardt's method, the chloride to the action of a menaph- 

 thoxylate. For this purpose the calcium-salt, dried at 110°, was mixed 

 with an equivalent quantity of the chloride, and maintained for some time 

 at 140°; it is insoluble in water, difficultly soluble in alcohol, and easily 

 soluble in ether and benzol. 



In conclusion, I beg to express my thanks to Mr. Cornelius O'SulHvan 

 for the zealous assistance which he has given me in performing these 

 experiments. 



Since in my first communication to the Royal Society I pointed out the 

 existence of menaphthoxylic acid, this substance has been produced by 

 another reaction which appears to be more advantageous than the process 

 described in the preceding paper. By distilling a sulphonaphthylate with 

 cyanide of potassium, M, V. Merz* has obtained an oil possessing the 

 composition and the properties of the cyanide of naphthyl as obtained by 

 treating naphthylamine with oxalic acid, 



C,,H,KS03 + KCN = K,S03 + C,JI,CN. 

 As far as I can judge from the statements pubhshed by M. Merz, I con- 



* Zeitschrift fiir Chemie, 1868, p. 133. 



