2- Naphthyl 4-tolyl amine

If it is heated alone at 160°, ammonia comes off rapidly, the aniline and phenylisocyanate may be detected by their odor but they combine in large part to form 5ym.-diphenyliu ea which crystallizes out from the hot liquid, and cyanic acid may be detected by means of silver nitrate in the water with which the apparatus is washed out after the experiment. When an aqueous solution of phenylurea is distilled, aniline may be detected in the distillate and 5ym.-diphenylurea crystallizes from the boiling liquid. By heating urea with the amine or with its hydrochloride at 160°, or by refluxing urea in aqueous solution with the amine or its hydrochloride, we have prepared sym.-6i-o- and />-tolyl, di-a- andjS-naphthyl, dimethyl, di-w-butyl, di-w- and i5 -amyl and dibenzylureas in satisfactory yield. 

The infrared spectra of solid M-2-naphthyl- and AT-o-tolyl-n-glucosyl-amine are considered by Legay as giving evidence for these compounds having a Schiff-base structure. Both give a peak at 6.05 n, usually caused by ... 

However, he did find an absorption band at 6.05 n for solid A -o-tolyl-o-glucosylamine, and also for fV-2-naphthyl-D-glucosylamine, indicating for the first time the existence of a Schiff-base structure for A -substituted glucosylamines in the solid state. For the other A -substituted o-glucosyl-amines tested (A-phenyl, A-p-nitrophenyl, and A-m-nitro-p-tolyl), no Schiff-base structure was indicated. All compounds exhibited a band at 2.88 n which could have been given by either an NH or an OH grouping. 

Benzoyloyaneisigsiluie-p.tolaidid 18 1431. x-Nitio-[p-tolyl.a-naphthyl-amln] 12,1225. [2-Nitro-benzyl].a-naphthyI.amin 12,1226. [3.Nitro-benzyl]-a-naphthyl-amin-18.1226. [4-Nitn>-benEyl].a-naphthy).amin 12,1226. x.Nitio-[p.toiyl- -naphthyl-amin] 12,1231. 4.mtro-N-benzyt.napbthylamiil.(l)... 

Benzyl-a-napbthyUamin 12,1225,1523. Metbyl.phenyl-/ naphthyl amin 12.1277. o Tolyl- 9-na thy].aTi)jn 12.1277.1536. m Tofyl d naphthyl-amin 111277,1531 p T6Iyl-p-naphthyl aniin 12, 1277. Benzyb naphthybamia 12,1278,1536, II717. 

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