344 Mr Crocker, On the formation of Di-nitro-phenoxazines. 



When heated in a melting-tube the substance decomposed 

 slowly at about 274° with the formation of a brown film. 



Amidol (di-amido-phenol OH : NH 2 : NH 2 = 1:2:4). 



2 5 gm. of picric chloride were dissolved in hot dilute alcohol, 

 and the solution was mixed with a dilute alcoholic solution of 

 •98 gm. amidol hydrochloride, the temperature being kept at 

 55° — 65°. "7 gm. potash in alcohol (2£ molecules KOH) was run 

 in carefully, drop by drop, from a burette, the liquid being stirred 

 well. Minute dark-red plates settled out during the process and 

 on cooling. The yield was 2*4 gm. It melted at 180 — 5°. The 

 latter melting-point was obtained after twice crystallising from 

 glacial acetic acid. 



Analysis shewed the substance to be di-picramidol. 



I. -2190 gm. dried 100° gave 39-4 c.c. N at 20° and 759 bar. pr. 

 II. -2370 gave 42-0 c.c. N at 22° and 762 bar. pr. 



/OH 

 I. II. Calc. C 6 H 3 — NH . Pi* 



\NH . Pi 

 Nitrogen 20-69 20-30 20-55 



* Pi=C 6 H 2 (N0 2 ) 3 . 



The substance consisted of minute dark-red plates, difficultly 

 soluble in alcohol, fairly easily soluble in glacial acetic acid, easily 

 soluble in cold potash to a dark-brown solution, reprecipitated by 

 HC1. This shewed the phenolic character of the body. Heated 

 in a dry tube it first melted and then decomposed explosively. 



The phenolic hydrogen is replaced by the acetyl group when 

 the substance is acted on by a mixture of acetyl chloride and 

 sodium acetate. m 



2 - 6 gm. of di-picramidol were heated for one hour in a reflux 

 apparatus, with excess of acetyl chloride and sodium acetate. A 

 yellow precipitate formed. The whole was poured into water, 

 filtered and washed. The yield was 25 gm. of a substance, which 

 melted, after recrystallisation from dilute acetic acid, at 223°. The 

 substance crystallised in minute reddish-yellow plates. 



•2670 gm. gave 45*3 c.c. N at 19° and 757 bar. pr. 



Calc. 

 Nitrogen 19*56 19-05 



Hence the substance was di-picramidylic acetate 



^O.Ac 

 C 6 H 3 — NH.Pi 

 ^NH.Pi 



When di-picramidol was dissolved in aniline, in which it is 



