1034 
a. that the replacement of the halogen is largely dependeut on 
the position of the substituents: 
b. that it is dependent on the reacting agent. 
c. that the influence of the temperature on the extent of the 
velocity constants is different for the two reactions, although fairly 
equal for the different isomerides in each reaction. 
A more detailed communication of the above will appear in the 
Recueil. 
Amsterdam, Deec.1914. Org. Chem. Lab. University. 
Chemistry. “On the interaction of ammonia and methylamine 
on 2.3.4-trinitrodimethylaniline.” By Prof. van RompurGH and 
Miss D. W. WeEnsINK. 
(Communicated in the meeting of December 30, 1914). 
3.4.6.- as well as 2.3.4.-trinitrodimethylaniline, contains a mobile 
nitro-group (in the position 8) which is readily substituted in the 
interaction of ammonia and amines’). The mobility of that group 
in the second mentioned product is, however, considerably greater, 
as was to be expected. If, for instance we pour strong alcoholic 
ammonia on the 2.3.4.-trinitrodimethylaniline melting at 154°, the 
nitro-group gets substituted by the amino-group already at the ordi- 
nary temperature, whereas the other product melting at 196° does 
not exhibit any reaction whatever in these circumstances and requires 
heating to enable the reaction to take place. 
If, however, we heat the compound melting at 154°, or the 2.4.- 
dinitro-3-aminodimetbylaniline generated thereof by ammonia, in a 
sealed tube at 125° with alcoholic ammonia, the dimethylaminogroup 
appears to become substituted in a remarkable manner by amino, 
with formation of 2.4.-dinitro-1.3.-phenylenediamine. ’) 
In a perfectly analogous manner reacts methylamine in which, 
case 2.4.-dinitrodimethylphenylenediamine is formed ; 
N(CH), NH, 
: / NNO: H,N 7 RG: 
+7 | ahd) 
+ C, 
~~ ee Os a 4 
NO, % 
N(CH3)2 
JNNO: 
| 
/NSHLCH, 
NO, 
N(CHs)p a N/A \ NE, 
HE \N0, Yo, So, 
NI.CH; 
CH,-NH, Ve \No: 
| 
\ nom 
No, 
1) Van Romsvren, Verslagen Kon. Akademie Amsterdam Febr. 1895. 
2) In the said paper it is stated that indeed derivatives of m-phenylenediamine 
are formed. 
