Eobertson. — New Compounds similar to Antifebrine. 49 



chloric acid to separate any uncombined base. After this the 

 impure substance, which if it had first separated as an oil had 

 in most cases now become solid, was washed with water and 

 crystallized from dilute alcohol. Usually three crystalliza- 

 tions were sufficient to obtain a compound of constant melt- 

 ing-point. The yield was in general 50-80 per cent. The 

 purified compound was then analysed by determining the per- 

 centage of nitrogen by the ordinary method of Dumas. 



The following are the details of the experiments : — 



Nonylanilide : C 15 H. 23 ON ; white crystals; M.P., 57°. On 

 analysis, 0-2140 gram gave 117 c.c. N at 23°, and 768 mm. 

 N = 6-3 per cent., (calc.) 6 per cent. 



Decanilide : C 16 H 25 ON ; white crystals ; M.P., 61°. On 

 analysis, 0-1098 gram gave 5-7 c.c. N at 22°, and 758 mm. 

 N = 5-9 per cent., (calc.) 5-7 per cent. 



Undecylanilide : C 17 H 27 ON ; white crystals; M.P., 64°. 

 On analysis. 0-1968 gram gave 9-6 c.c. N at 23°, and 768 mm. 

 N = 5-6 per cent., (calc.) 5-3 per cent. 



Lauranilide : Ci 8 H 29 ON ; light-yellowish crystals resembling 

 lauric acid; M.P., 68°. On analysis, 0-3376 gram gave 14-6 

 c.c. N at 20°, and 770 mm. N = 51 per cent., (calc.) 5-0 per 

 cent. 



Butyroparatoluidide : CuH^ON ; white crystals; M.P., 

 74°. On analysis, 0-1502 gram gave 10-3 c.c. N at 23°, and 

 764 mm. N = 8-0 per cent., (calc.) 7 - 8 per cent. 



Valeroparatoluidide : C 12 H 17 ON ; white crystals ; M.P., 

 72°. On analysis, 0-1474 gram gave 96 c.c. N at 19°, and 

 750 mm. N = 7 - 5 per cent., (calc.) 7 - 3 per cent. 



Hexoparatoluidide : C 13 H 19 ON ; white crystals ; M.P., 

 75°. On analysis, 0-2194 gram gave 13-4 c.c. N at 22°, and 

 754 mm. N = 7 - per cent., (calc.) 6-8 per cent. 



Heptoparatoluidide : C 14 H 21 ON ; white crystals ; M.P., 

 80 per cent. On analysis, 0-2560 gram gave 14-2 c.c. N at 

 22°, and 756 mm. N = 6-3 per cent., (calc.) 6-4 per cent. 



Octoparatoluidide : C 15 H^ON. Separated as a brown oil, 

 which crystallized only after several weeks. After four re- 

 crystallizations a small quantity of the compound, melting 

 constantly at 59°, was obtained. The amount was insufficient 

 for analysis. The small yield in this case is probably due to 

 the fact that it is extremely difficult to prepare octoic acid in 

 a pure state. 



Nonylparatoluidide : C 16 H« 5 ON ; white waxy crystals : 

 M.P., 81 c . On analysis, 01962 gram gave 9-8 c.c. N at 21°, 

 and 754 mm. N = 5-7 per cent., (calc.) 5 - 7 per cent. 



Decoparatoluidide : Ca 7 H 27 ON ; whitish crystals; M.P., 



