408 Prof. Raphael Meldola on the 



Ci H fiv j 



or 



N.N(C 2 H 6 ).C 6 H 6 («) 



6V 03) 



/N 2 .C 6 H 5 ( a ) 



° 10 %).C 2 H 6 (/3) 



According to Weinberg, however, the product of reduction 

 of this derivative is diamidoethoxynaphthylphenyl : — 



C e H 4 .NH 2 ...(p) 



tloH6 \O.C 2 H 5 (/3) 



From this result it appears that the ethyl is attached to the 

 oxygen and that the second of the above formulae is the correct 

 one, or at any rate nearer the truth than the hydrazone- 

 formula. So also the acetyl derivative might be written : — 



N . N(C 2 H 3 0) . C 6 H 6 («) 7 N 2 . C 6 H 5 ... (a) 



( 'ioti6 x | or O 10 Jl 6 



0(0) \>.C 2 H 3 O...03) 



The products of reduction of this compound have not yet 

 been completely examined ; but if the first formula were 

 correct acetanilide might be expected to be formed together 

 with a-amido-/3-naphthol. As far as the experiments have 

 hitherto been taken it certainly appears that no acetanilide is 

 among the products of reduction by stannous chloride. The 

 hydrazone formula, both of the /3-naphthol and /3-naphthyla- 

 mine azo-derivatives, would indicate that phenylhydrazine 

 should be obtained from these compounds by reduction, but 

 this has never been observed *. Benzeneazo-/3-naphthol gives 

 under these circumstances a-amido-/3-naphthol and aniline, 

 while benzeneazo-/3-naphthylamine gives aniline and a/3- 

 naphthylene-diamine. 



By heating benzeneazo-/3-naphthol with carbon disulphide 

 to a high temperature, Jacobson obtained f carbanilamido- 

 naphthol and phenyl mustard-oil. The hydroxynaphthyl- 

 mustard oil is first formed, and this becomes transformed into 

 the isomeric thiocarbamidonaphthol : — 



* Zincke, Ber. 1885, p. 3134 j Lawson, Inaug. Diss. Marburg, 1885, 

 p. 11. 



t Ber. 1888, p. 414. 



