360 Mr. C. H. Browning and others. Relationships betiveen 



blue. On adding water or salt solution, the rnethochloride separated in the 

 form of a semi-solid iridescent green mass, which after drying became hard 

 and was crystallised from a mixture of benzene and alcohol in the form of a 

 micro-crystalline powder with a dark green lustre. It dissolves in water and 

 alcohol with a bright magenta colour, similar to toluylene red. On analysis, 

 found N = 17'0 per cent. ; CH20N4CI2 requires N ='16 - 5 per cent. 

 The formula is therefore 



Another method for the preparation is given in D.K. Patent 69188.* It 

 consists in heating together 3 mols. ^-nitrosodimethylaniline hydrochloride 

 and 2 mols. o-aminodimethyl-^-toluidine in 50 per cent, acetic acid solution 

 for 6 hours. On dilution, filtration, and precipitation with common salt, a green 

 crystalline colouring matter was precipitated, which was filtered and, on account 

 of its solubility in water, washed with brine. To the mother liquors, which still 

 contained a quantity of the dye zinc chloride was added, and the zinc chloride 

 double salt precipitated which was re-crystallised from dilute hydrochloric 

 acid. The substance dissolved with a distinctly magenta colour. There 

 appears, therefore, to be a graduation in tint from scarlet to magenta with the 

 increase of alkyl radicals in the amino group (compare [86] and [88]). The 

 same development of blue in the colour is observed in rosaniline and its 

 methyl derivatives which change from magenta to violet. 



Bromination of Acetyl Derivative of Toluylene Bed. — The acetyl derivative 

 was brominated in chloroform solution, when a dark violet solution was formed, 

 which on evaporation gave a dark violet product, which crystallised from 

 a mixture of alcohol and ether in microscopic black prisms. The substance 

 is, however, a mixture, which can be separated by extracting with ethyl 

 acetate. The undissolved portion was dissolved in water and the base preci- 

 pitated with ammonia as an oil which solidified on standing. It crystallises 

 from alcohol in pale brown transparent prisms, m.p. 205°-207°. It was 

 tested qualitatively for bromine, but its further investigation was postponed. 



[78.] 2.Dimethylami7io-6.methylphenazine. — Toluylene red was diazotised 

 according to Witt's method (loc. cit.) in absolute alcohol with sodium nitrite 

 and hydrochloric acid. The excess of alcohol was then removed on the 

 water-bath, the liquid filtered and poured into a solution of sodium acetate, 



N 



CH„ CI 



* ' Friedlander,' vol. 3, p. 397. 



