Antiseptic Action and Chemical Constitution. 



361 



which throws down the phenazine compound in the form of a crystalline preci- 

 pitate having a bronzy iridescence. 



It was recrystallised from dilute alcohol and melted at 168°-169°. The 

 ether and benzene solutions are fluorescent, but fluoresce with different colours, 

 the former having an orange and the latter a greenish colour. 



[79.] 2.Dimethylamino-^>.metliylphenazine metliioclide was prepared from the 

 phenazine compound by heating with rather more than the calculated 

 quantity of methyl iodide in a sealed tube to 100° for 6 hours. A solid dark 

 violet mass resulted, which dissolved in water with a deep violet colour. The 

 substance was recrystallised from a mixture of alcohol and ether, from which 

 it separated in brownish black plates. On analysis, 



0-2525 grm. gave 01718 grm. Agl ; I = 36-8 per cent. 

 0-2540 grm. gave 01714 grm. Agl; I = 37"0 per cent. C 15 Hi 5 N 3 + CH 3 I 

 requires I = 33 - 5 per cent. 



The iodine value found is too high, the reason for which is not clear unless, 

 as often happens in such cases, a certain amount of periodide is formed at 

 the same time. 



[80, 81.] 2.7 ' .Tetramethylcliaminophenazine is described by Karrer* as 

 being obtained by oxidising a mixture of dimethyl-^-phenylenediamine and 

 dimethyl-?H-phenylenediamine with potassium dichromate solution in presence 

 of hydrochloric acid. The product may have either of the following 

 formulae : — 



AAA AAApcH,), 



is" N 



It was separated in the form of the hydriodide, from which the base was 

 precipitated with ammonia, filtered, washed, and extracted with alcohol. The 

 residue was dissolved in dilute hydrochloric acid and the solution was 

 evaporated in a vacuum desiccator to dryness. The methochloricle was 

 prepared in the usual way by the action of methyl sulphate on the base, 

 dissolved in nitrobenzene and subsequent hydrolysis with cone, hydro- 

 chloric acid. It dissolves in water with a bluish red colour. 



[82, 83.] 2. Aminonaphthophenaziyie was prepared, according to the method 

 described by O. Fischer and Hepp,f by heating in a sealed tube for 5 to 6 hours 

 at 160° one molecule o-phenylenediamine and one molecule benzene-azo-a- 

 naphthylamine hydrochloride with ten parts of alcohol. On cooling, dark red 



* ' Ber.,' vol. 49, p. 1643 (1916). 

 t ' Ber.,' vol. 23, p. 845 (1890). 



