Ryan & O'Toole — Action of Oxides, 6fc., on the Phenylureas. 155 



3. In cold glacial acetic acid solution nitious acid reacted with phenylurea to 

 foiiu nitroso-phenylurea, and witli .sz/Hi-diphenylurea to form dinitroso-diphenyl- 

 urea. The other two substituted ureas were apparently unacted upon under the 

 same conditions. 



4. Phenylurea, suspended in carbon tetrachloride, was converted by nitrous 

 fumes into ortho- and para-nitrophenol. (Si/Hi-diphenylurea in acetic acid solution 

 was converted by nitrous fames into dinitroso-diphenylurea. By the prolonged 

 action of niti'ogen peroxide upon it 4'4'-dinitro-dipheiiylurea was, however, 

 obtained. 



-4s-diphenyhirea was decomposed by nitrogen peroxide at the ordinary tem- 

 perature, forming diphenylamine derivatives, e.g., 4'4-dinitro-diphenyl-nitrosamine 

 and triphenylurea under similar conditions yielded a trinitro-triphenylurea. 



5. In regard to ease of nitration tlie phenylureas resemble closely the 

 corresponding phenylurethanes. They are much less easily nitrated than the 

 corresponding phenyl-nitrosamines. 



In conclusion we wish to state that the above research was undertaken at tlie 

 request of the Research Section of JSTobel's Explosives Company, to whom we 

 are indebted for a grant in aid of the investigation. 



aOIENT. PROO. R.D.S., VOL XVII, NO. 18. 



