362 Mr. C. H. Browning and others. Relationships between 



crystals separated. They were filtered and crystallised from alcohol contain- 

 ing hydrochloric acid. The substance obtained in this way is the hydro- 

 chloride of aminonaphthophenazine. It forms dark red crystals, which are 

 slightly soluble in water, but on heating are hydrolysed and the base is 

 precipitated. ' The acetyl derivative was prepared by heating the base with 

 acetic anhydride and fused sodium acetate. On cooling, the acetyl derivative 

 crystallises. It was heated to 160° with ten to twenty times its weight of 

 nitrobenzene and the equivalent of one molecule of methyl sulphate added. 

 On standing, crystals of the metho-sulphate separated. They were filtered 

 and washed with ether and heated with cone, hydrochloric acid, when the 

 hydrochloride of the methochloride slowly crystallised. The substance is 

 soluble in water and not so readily hydrolysed as the hydrochloride. 



N ! I 



N 



CH 3 CI 

 2. Amino-naphtko plienazine 

 methochloride. 



[85.] 2.7 .Diamino-§.methylphcnazim methochloride was prepared according 

 to D.E. Patent 86608* by heating together and stirring amiuo-azobenzene 

 hydrochloride, amino dimethyl-jo-toluidine and glycerol at 110°, according to 

 the proportionate amounts given. The mixture froths up during the process, 

 and the reaction is at an end when frothing ceases (about 3 hours). The 

 solid product was dissolved in hot water and precipitated as hydrochloride by 

 the addition of hydrochloric acid and some common salt. The colouring 

 matter was re-crystallised from dilute hydrochloric acid, giving green, glistening 

 crystals, which dissolved in water with a scarlet colour. 



N 



CH 3 



H - \/\A/ J ' HCL 



N 



CH 3 CI 



[86.] 2.7. Diamino-S.Q.dimethylphenazine methochloride was prepared as above, 

 using o-amino azotoluene hydrochloride in place of the benzene derivative. 

 The product was dissolved in hot water and precipitated with hydrochloric 

 acid. On cooling the phenazine compound separated in green prismatic 



* ' Friedlander,' vol. 4, p. 380. 



