540 



Dr. J. Stenhouse on 



[June 16, 



This nitrate is therefore C 17 H 13 N 2 0 2 , N0 3 H. 



It resembles the hydrochlorate in its properties, but is much more solu- 

 ble in boiling spirit, and forms larger crystals. 



Furfuraniline sulphate. — "When 23 parts aniline and 35 of its sulphate 

 were dissolved in 3000 of boiling alcohol, and 24 parts of furfurol in 200 

 of boiling spirit added, the mixture became deep red, and on cooling de- 

 posited minute purple needles of the furfuraniline sulphate, contaminated, 

 however, with colourless crystals of aniline sulphate. When an attempt 

 was made to separate these by crystallization from alcohol, the furfurani- 

 line salt was mostly decomposed, with formation of aniline sulphate, 

 which crystallized out. 



Furfuraniline oxalate. — "When aniline oxalate of aniline and furfurol 

 were dissolved in spirit, as in the preparation of the salts above described, 

 the solution became of a deep red colour, but did not yield crystals of oxa- 

 late of furfuraniline, only oxalate of aniline and a dark red tarry matter 

 being produced. 



Furfuraniline. — In order to obtain this base, a salt of furfuraniline 

 (the hydrochlorate or nitrate) was ground up to a paste with water and 

 strong aqueous ammonia added, the whole being intimately mixed until 

 the purple colour disappeared, giving place to a pale brown. Warm water 

 was then added until the liberated base became soft and plastic, so that it 

 could be needed in successive quantities of warm water, in order to 

 remove the ammoniacal salts and free ammonia. The base, as thus pre- 

 pared, has much the pale brown glossy appearance of stick lac, and, like 

 it, can be drawn out into strings when soft. It is insoluble in water, but 

 very soluble in ether and alcohol, and when hydrochloric acid is added to 

 a strong spirituous solution it becomes deep red, and solidifies in a few 

 moments to a mass of the purple crystals of the hydrochlorate. The base 

 decomposes, however, very rapidly when exposed to the air, or when boiled 

 with alcohol, and will then no longer yield crystalline salts with acids. 

 The same effect takes place, but more slowly, in a vacuum. 



Action of Furfurol on Toluidine Furfurtoluidine. 



When alcoholic solutions of toluidine and furfurol were mixed, there 

 was no immediate change ; but after standing some time they acquired a 

 red colour : as in the corresponding reaction with aniline no crystalline 

 sabstance was produced. 



Furfurtoluidine hydrochlorate. — The method employed to obtain this 

 salt was similar to that used in preparing furfuraniline hydrochlorate : 

 12 parts toluidine hydrochlorate and 9 parts crystalline toluidine were 

 dissolved in 150 parts hot spirit, and 8 parts of furfurol dissolved in 150 

 parts spirit added ; the mixture acquired a deep-red colour, and on cool- 

 ing became a mass of minute acicular crystals closely resembling in ap- 

 pearance the furfuralinine salt. It was purified by recrystallization from 

 boiling alcohol, dried in vacuo, and analyzed. 



