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IOWA ACADEMY OF SCIENCE 
seem to indicate strongly the above presented structures for 
both the anil and the dianilide. 
The Anil. 
c=o (i) 
NOs • cks • G6H2<^ • C^Hs 
SOs (2) 
One gram of the symmetrical acid' chloride was dissolved in 
■about fifty cc of carbon tetrachloride at boiling temperature. 
'While this was hot there was added aniline in excess of the 
amount calculated for the dianilide. This aniline also was dis- 
solved in carbon tetrachloride, and the mixture was warmed 
for an hour. There was only a slight precipitate at the end 
of that time, hence the carbon tetrachloride was evaporated and 
the residue treated with dilute hydrochloric acid. After knead- 
ing the residue, which at this stage was oily in nature, for 
several minutes, the mass solidified. It was then broken up into 
fine fragments and was allowed to stand over night in order 
that the excess aniline might all dissolve as the hydrochloride. 
The residue was filtered, ground in a mortar with hydrochloric 
acid, filtered and washed with water to remove the excess of 
acid. It was next treated with cold, dilute potassium hydrox- 
ide. The solution became bright yellow, and a dirty white 
precipitate was left in an amount small as compared with the 
bulk of the original precipitate. This insoluble material, which 
was the anil, was washed with water, dried, and recrystallized 
from alcohol. The yield of crude anil was .27 gram. 
The anil is very insoluble in alcohol except close to the boil- 
ing point. About one hundred cc of alcohol were required to 
recrystallize the anil as above. When pure, it is nearly white, 
and crystallizes in needles which have a melting point of 202- 
203°. 
.1185 g. substance required 7.00 cc .1088N HCl. 
Theory for C 14 H 10 O 5 N 0 S Pound 
Nitrogen, 8.81 per cent. 9.00 per cent. 
The Symmetrical Anilide. 
CO ■ NHCsHs (i) 
NO, • CH 3 • 
SO, • NHCeHs ( 2 ) 
The sodium hydroxide solution filtered from the anil was 
acidified with hydrochloric acid. A white curdy precipitate at 
