50 PROCEEDINGS OF THE AMERICAN ACADEMY. 



colored and must be treated with bone-black in acid solution, and re- 

 crystallized from hot water. We have also prepared mucobromamide 

 by the action of ammonia upon mucobromylbromide dissolved in anhy- 

 drous ether. 



I. 0.3496 grm. substance gave 0.2426 grm. C0 2 and 0.0555 grm. H 2 0. 

 II. 0.3640 grm. substance gave 0.5312 grm. AgBr. 

 III. 0.2033 grm. substance gave 10.7 c.c. of moist nitrogen at 18°. 5, 

 and under a pressure of 769 mm. 



in. 



6.13 



Mucobromamide is nearly insoluble in ether, chloroform, or benzol, 

 and is readily soluble in hot, more sparingly in cold alcohol. It dis- 

 solves very readily in hot water, and separates almost completely as 

 the solution cools in colorless dendritic needles, which melt with de- 

 composition at about 170°. Slight impurities apparently lower very 

 greatly this point of melting aud decomposition. Alkaline hydrates 

 added in excess carry it completely into solution in the cold without 

 the formation of any color, but, if an excess be not added, the solution 

 rapidly turns brown or black. From the colorless solution the imme- 

 diate addition of acid reprecipitates the amide unchanged. It may be 

 recrystallized from hot concentrated hydrochloric acid, or from dilute 

 sulphuric acid, but after long heating with concentrated hydrochloric 

 acid, or boiling for a shorter time with distillable hydrobromic acid, 

 mucobromic acid melting at 120° is formed. The amide dissolved 

 readily in fuming nitric acid, and on long standing this solution depos- 

 ited well formed crystals of dibrommaleinimide melting at 218°. 

 Dilute solutions of chromic acid with an excess of sulphuric acid 

 effected little change even on loner boiling, but in concentrated solution 

 oxidation took place and dibrommaleinimide was formed. This same 

 body was also formed when the amide was heated with dry bromine 

 at 100°. 



We made many attempts to make from the mucobromamide by the 

 action of hydroxylamine, phenylhydiazine, or aniline, the correspond- 

 ing derivatives, but in no case were we successful. Either the amide 

 was recovered unchanged, or in a few cases in working with the free 

 bases at higher temperatures a deeper decomposition ensued. 



