160 . Proceedinc/s of the Royal Irish Academy. 



4- Niirostilbeiie. 



The snlpliate of 4-iiiti()-2-aiiihiosti]beiie was diazotized iu alcoholic 

 solution with amyl nitrite (Sachs and Hilpert, loc. cit.). About four i,a-auis of 

 copper bronze were added to the mixture, which contained two gianis of the 

 diazo-compound; and the contents of the vessel were vigorously shaken. 

 Effervescence ensued, and when the evolution of gas had subsided the 

 mixture was warmed for a short time on the water-bath. The proihict was 

 filtered when cold, and the residue was washed with a small amount of cold 

 alcohol, and then extracted with acetone. On evaporation of tlie solvent a 

 brown crystalline mass resulted, and this, after reerystallization from alcohol 

 or glacial acetic acid, gave a product consisting of straw-coloured leaflets, 

 melting at 155^ C. This substance was shown by comparison witli the 

 product obtained synthetically by rfeiffer and Sergiewskaja (loc. cit.) from 

 j9-nitrophenylacetic acid and benzaldehyde to be 4-nitrostilbene. The yield 

 was over 50 per cent. 



'i-Aminosiilhcne. 



4-]Siitiostill)ene (2 grams) was dissolved in glacial acetic acid (40 c.c.) and 

 a warm solution of stannous chloride (20 grams) in concentrated hydrochloric 

 acid (20 c.c.) was added. The mixture was heated on the wafer- balli for an 

 hour, and then allowed to cool. The resulting white deposit was filtered, 

 excess of ammonium hydroxide was added, and the product was filtered again, 

 washed free from alkali, and dried. Extraction with warm alcohol dissolved 

 the amine, which was deposited on cooling as white needles, melting at 

 151° C. 



-l-Aniiiiostilhciie is readily soluble in alcohol and most other organic 

 solvents. 



2-4:-I)initro--k'-int'thoon/stilbcnc. 



2'4-Dinitro-4'-methoxystilbene was prepared by condensing, in presence 

 of a few drops of piperidiue, 2"4-dinitrotoluene and anisaldehyde (Pfeiffer, 

 loc. ciL). The reddish-brown product was wa.shed, while still warm, with 

 methylated spirit, and then recrystallized from glacial acetic acid, yielding 

 glittering orange-red prisms, which melted at 163° U. It dissolved witli 

 difiBculty in alcohol or ether, more readily in hot benzene or acetic acid, and 

 especially in acetone. 



i:-NUro-2-aniino-4'-methoxystUbene. 



A solution (at 20° C.) of 16 grams of stannous chloride, in 42 c.c. of 



glacial acetic acid saturated with hydrogen chloride, was added gradually 



to 40 c.c. of glacial acetic acid containing 6 grams of dinitromethoxystilbene 



(at 40° C). The mixture was well stirred during the process of addition by 



