Mr Crocker, On the formation of Di-nitro-phenoxazines. 343 



Amido-phenol-sulphonic acid (NH 2 : 0H = 1 : 2). 



The amido-phenol-sulphonic acid was dissolved in dilute 

 alcoholic soda and added to the hot alcoholic solution of picric 

 chloride, stirring meanwhile. The liquid became almost solid 

 from the deposition of minute bronze plates. This was filtered 

 after cooling, and washed with dilute alcohol, then recrystallised 

 from hot water, in which it is only moderately soluble. 7*6 gm. of 

 the amido-phenol-sulphonic acid gave 11 "3 of the product: about 

 70 °/o yield. After drying at 150° for some time, the substance 

 was obtained as a rouge-coloured powder and the percentage of 

 sodium agreed with that required for di-nitro-phenoxazine-sodium- 

 sulphonate. 



I. 



•4120 gm. gave -0760 Na 2 S0 4 



II. 



•4157 „ -0763 „ 





I. II. Calc. 



Na 



5-97 5-95 6-13 



Its aqueous solution was dark-red and gave the characteristic 

 violet-blue of the oxazines with hot potash solution. It is almost 

 insoluble in alcohol and acetic acid. 



Amido-/3-naphthol (NH 2 : OH = l : 2). 



To 195 gm. of the hydrochloride of amido-/3-naphthol, dis- 

 solved in dilute alcohol, was added a hot solution of 12 gm. NaOH 

 in dilute alcohol, then the mixture was stirred into a hot solution 

 of 2'5 gm. picric chloride in dilute alcohol. On cooling and filtering 

 a red-brown powder was left, which when recrystallised from 

 aniline formed silky hair-like light-brown needles. The aniline 

 was washed out with alcohol and the crystals were dried at 180°. 

 Analysis agreed with the expected body, naphtho-di-nitro- 

 phenoxazine. 



I. -2285 gm. gave 25-2 c.c. N at 15° and 771 bar. pr. 

 II. -1734 „ 20-6 c.c. „ 25°-2and 752 bar. pr. 



III. -1989 „ -4305 CO. and -0550 H 9 





I. 



II. 



III. 



Calc. 



N 



13-11 



13-30 



— 



13-01 







— 



— 



59-02 



59-44 



H 



— . 



— 



3-07 



2-79 



The molecular weight of this body was determined. 

 The solution of -1208 gm. substance in 20 gm. naphthalene 

 lowered the freezing-point of the solvent '135° C. 



Experiment Theory 



Molecular weiarht 313 .323 



