( fiOl ) 



could be evaporated with nitric acid on a boiling waterbath without 

 suffering any decomposition, 



CO— NH 

 CH 3 — CO | \ 



and also I \ ATU The CH 2 CO 



I } hR - \ / 



CH 3 — CO CO— NH 



succinimide malonureide 



gives a nitroderivative, but with the nitro-group attached to the 

 carbon ; the two NH-groups do not act. 



The second rule is also based mainly on the behaviour of penta- 

 and hexa-atomic cyclic urea derivatives. For instance 



CH 3 — NH 



i ) C ° 



CH,— NH 



ethyleneureïne 



gave a dinitroderivative, which on boiling with water yielded carbon 

 dioxide and ethylenedinitramine. To this I may now add : 



CH 2 — NH 



CH 2 CO 



CH 2 -NH 

 Trimethyleneureine 



of which I have stated recently with Dr. Friedmann that it gives 

 directly a dinitroderivative, which on boiling' with water yields carbon 

 dioxide and trimethylenedinitramine. 



CH 3 — NH 



NCO and its methyl derivatives 

 CO— NH 



Hydantoin 



CH a — CH— NH (CH 3 ), C— NH CH S — NH 



Nco Nco \co 



\ / \ / \ / 



CO— NH CO— NH CO— N.CH 3 



« lactylurea acetonylurea 1 Nmethylhydantom 



gave mononitroderh atives, which on boiling with water were decom- 

 posed with evolution of 1 mol. of carbon dioxide and formation of 

 a nitramino-amide ; for instance nitrohydantoïn yields nitramino- 

 acetamide. 



41* 



