342 Mr Crocker, On the formation of Di-nitro-phenoxazines. 
The formation of Di-nitro-phenoxazines. 
B.A., St John’s College. 
By J. C. Crocker, 
[ Read 3 February 1902.] 
In a paper by G. S. Turpin ( C . S. J. 1891, 714), the use of 
picric chloride as a reagent for the isolation and characterisation 
of amines was recommended. It was there shewn that in the 
case of ortho-amido-phenol, the reaction did not take the normal 
course. The o-hydroxy-picramido derivative first formed, con- 
densed in the presence of alkali, to a di-nitro-oxazine, with the 
elimination of nitrous acid from the hydroxyl and picryl radicles. 
Thus : — 
At Dr Turpin’s suggestion I have investigated the generality 
of the above reaction and the following results have been obtained 
by the reaction of picric chloride with various orthoxy-amido- 
compounds, in the presence of alkali. 
Eikonogen (amido-/3-naphthol sodium sulphonate). 
The substance was dissolved in dilute alcohol and treated in 
hot solution with the calculated molecular proportions of picric 
chloride in dilute alcohol and with alcoholic soda. Some nitrogen 
was evolved in the reaction and from the purple-brown solution 
formed, there separated a muddy-looking precipitate, which was 
filtered off after cooling, and washed with water. Recrystallised 
from hot water, in which it is only moderately soluble, the sub- 
stance formed minute bronze plates. The sodium determination 
shewed the body to be the expected substance, naphtho-di-nitro- 
phenoxazine-sodium sulphonate. 
The bronze plates dried at 130° : — «■ 
I. *2862 gm. gave *0465 Na 2 S0 4 
II. -3048 „ -0473 
III. -3920 „ *0606 
Na 
I. 
5-26 
II. 
5-03 
III. 
5*01 
Calc. 
5*38 
