162 Proceedings oj the Royal Irish Acadenuj. 



almost completely dissolved. This solution (at 20° C.) was added slowly with 

 stirring to 40 c.c- of glacial acetic acid containing 6 grams of powdered 

 tvinitroslilbene (at oO'^-oo'^' C.), the stirring being maintained until the end 

 of the reaction. This occurred' in about 10 minutes, and was indicated by 

 tlie almost complete dissolution of the stilbene-derivative. The product was 

 tlien poured into a shallow vessel, where it remained overnight. At the end 

 of this time a large deposit consisting of a red solid was noted. The latter 

 was filtered, washed with water, and crystallized from alcohol, giving 

 brick-red prisms, melting at 216" C. The yield was o grams. On analysis 

 the following results were obtained : — 



O'lloJ: gram substance gave 14'4: c.c. moist nitrogen at 17° C. and 769 mm., 



corresponding to N 1^'64 



Cj^HjjOjNs requires N 14-74. 



i-6-I)initro-'2-c(minos'i/henc is soluble in ether, chloroform, alcohol, benzene, 

 glacial acetic acid, or acetone, and in most organic solvents. 



The following derivatives were prepared : — 



(ft) Bcnsoyl-Aerivative. — Benzoyl chloride and some aqueous caustic soda 

 solution were added to an ethereal solution of dinitroaminostilbene, and the 

 mixture was vigorously shaken for a half-hour. The yellow precipitate of the 

 benzoylamine was filtered off, dried and crystallized from glacial acetic acid, 

 from which bright-yellow prisms, melting at 193^ 0., separated. The following 

 results were obtained on analysis : — 



0'1429 gram substance gave 13 c.c. moist nitrogen at 11^ C. and 752 mm., 



corresponding to N 10-76 

 CoiHj^O.Na requires N 10-SO. 



4:'6-I}initro-'2-henzoyl(imiiiostilbeiie is slightly soluble in cold alcohol, ether, 

 or benzene, and readily soluble in glacial acetic acid or acetone. 



(b) Accfi/l-deviYa,tive. — A solution of dinitroaminostilbene in excess of 

 acetic anhydride was boiled under reflux for 3 hours. On evaporating down 

 portion of the solvent a crystalline solid was deposited, and this after 

 recrystallization from benzene yielded bi-ight-yellow plates, melting at 

 172"- 173^" C. Its analysis gave the following results : — 



0-1034 gram substance gave 11.3 c.c. moist nitrogen at 13° C. and 764 mm., 



corresponding to N 13-02 

 C.eH.aOaN, requires N 12-84. 



4fti-I)initro-2-acct>/laminostilbcne is not very soluble in alcohol or ether, 

 hut dissolves readily in hot benzene, glacial acetic acid, or acetone. 



