96 PROCEEDINGS OP THE AMERICAN ACADEMY 



II. 0.1 954 gr. of the substance gave by the method of Carius 0.1480 gr. 

 of arijeutic chloride. 



These results are not all that we could wish ; but although they show 

 the presence of the small amount of ammouic chloride, which we had 

 detected by the qualitative tests, they leave no doubt in regard to the 

 composition of the organic substance, and therefore we have not 

 thought it worth while to spend the great amount of time which would 

 have been necessary to prepare a sample entirely free from ammonic 

 chloride ; especially as these analyses prove that the group NO2 is 

 attached to the side-chain by oxygen, since we obtained, by the reduc- 

 tion of the nitrite of bromdinitroj^lienylmalonic ester, ammonic chlo- 

 ride and the chloride of amidoxyoxindol instead of the chloride of 

 diamidoxindol, which would have been formed if the group NO2 had 

 been attached to the molecule by the nitrogen. 



Properties of the Chloride of the Amidoxyoxindol, 

 C6H3NH3Cl(CHOHCONII). 



This substance was obtained crystallized in rather large plates, usu- 

 ally in forms like a closed fan terminated by an obtuse angle, aud set 

 in rows one over the other with the obtuse angles parallel, or arranged 

 in branching arborescent forms like coral ; sometimes in thicker sharp 

 prisms. It had a dark yellow color as we observed it ; was soluble in 

 cold water, more so in hot ; slightly soluble in cold or hot alcohol, 

 and insoluble, or nearly so, in most of the other solvents. The strong 

 acids gave no striking reactions with it, except strong nitric acid, 

 which turned it orange-red ; but this seemed to be due to some nitrous 

 acid in the nitric, as on the addition of sodic nitrite the color was 

 much intensified. Sodic hydrate added to the aqueous solution gave 

 a few brown flocks, evidently from decomposition of a part of the base ; 

 ammonic hydrate gave a tolerably heavy flocculeut precipitate, at first 

 whitish, but turning brown on exposure to the air, but it showed no 

 signs of crystallization, and with the small amount of substance at our 

 disposal we have been unable to obtain the free base in any definite 

 form. The chloride mixed with alcohol and some strong hydrochloric 

 acid imparted after some time a dark red color to a piece of pine 

 wood. 



