TRANSACTIONS OF SECTION B. 



623 



We also found that the diazo-derivatlves of 1. 2. 4, uitrotoluidiiie and 1. 2. 4. 6, 

 nitroxylidine 



NHj NHj 



/\,CH /\CH 



NO, 



N0,\/ 

 CH, 



did not undergo a similar decomposition, hut were exclusively transformed in the 

 corresponding phenols. 



In collaboration with two of my pupils, Messrs. Lorber and Gurwitsch, I have 

 studied the decomposition of the diazo-compounds of several other nitrated amines, 

 containing the methylic and the amido-groups in the ortho-position. 



Some of them yielded indazols, while others were only transformed into 

 phenols. 



The indazol-yielding nitro-derivatives were 



NH, 

 Br/^> 



CH, 



NH., 

 NO/'^CH, 



NO. 



whilst 



Br 



\/ 



II. 



NHj 

 NO./NcH, 



CH, 

 III. 



NHj 

 NO^-^.CH, 



NH, 

 NO.,'^ 



CH, 



CH. 



IV, 



CH, 



CH3 



V. 



NH, 



CH, 



CH,.. .NOj 



CH. 



NHj 



ACH, 



NO, 



and 



NHj 



^NO, 

 CH, 



only produced phenols. 



In the case of I., II , and IV., the yield of indazol was a very large one, about 

 90 per cent. ; III. and V., on the other hand, gave more phenol than indazol. 



Not only is the presence of the nitro-group advantageous to the formation of 

 indazols, but also the halogens, and, in some measure, the sulpho-groups act in the 

 same manner ; for instance, the diazo-compounds of 



NH, 

 Br/^CH, 



NH, 



Br 



./\, 



CH, 



and 



NH, 

 Br./'^CH, 



\y \/ \/ 



Br CH, SO,H 



are readily transformed into the corresponding indazols, and 



NH, 



S0,H^\CH, 



SO,H 



yields about 30 to 40 per cent. ; but 



NH. 



gives only the nitro«cresol-3ulpho acid 



SO,H'^^ 



CH, 

 NO, 



4. On some New Colouring Matters, By Dr, H. Caro. 



