186 



Certain New Derivatives in the Aromatic Series. 



of many dyes, and the most important can be so readily seen in the 

 table given below, that they are not further specified here. 



Di-naphtols are made by heating naphtols with water, and then 

 cooling ; then the liquid is filtered, and to the filtrate ferric chloride 

 is added until the violet color will not increase in intensity. Filter, 

 dry, and recrystallize. 



The reaction runs in accordance with the following equation, 



2CioH,.OH + 2FeCl3 = C„„Hj.,(OHX + 2HC1 + 2FeCl,. 



Italicized names are old dyes. 



IV. Chinoline, with its bi-cyclical constitution, gave a sugges- 

 tion for another line of work which it was hoped would terminate 

 successfully. 



/ \/ 



Chinoline is found in coal-tar, and is also made artificially by 

 heating in a return condenser a mixture of nitrobenzene, aniline, 

 glycerine, and sulphuric acid. 



The manner of working with the chinoline was as follows : First, 

 it was nitrated by allowing a solution of chinoline in nitric acid to 

 run into a mixture of nitric and sulphuric acids ; this nitrochino- 

 line was reduced to the amido-chinoline, and the amido compound 

 diazotized in the usual way, and then coupled with sulphonic acid 

 salts of naphtylam ines and naphtols. The most interesting results 

 were the following: — 



