Nitro-, arylazo-, and amino-glyoxalines / by Robert George Fargher and Frank Lee Pyman.

  • Fargher, Robert George.
Date:
[1919?]
Catalogue details

Licence: In copyright

Credit: Nitro-, arylazo-, and amino-glyoxalines / by Robert George Fargher and Frank Lee Pyman. Source: Wellcome Collection.

    12/44 (page 228)
    oxide, probably owing to the formation of a disodimn salt in solu¬ tion . Moreover, the addition of alcohol to a solution of the acid in sufficient aqueous sodium hydroxide to form the disodium salt causes the precipitation of a granular deposit approximating in composition to the disodium salt. (Found, in salt dried at 110°, Na = 21*2. C5H204N2Na2 requires Na = 23*0 per cent.) The acid is very stable towards nitric acid; after boiling it with ten times its weight of concentrated nitric acid for twenty-four hours, more than 90 per cent, was recovered unchanged, whilst similar results were obtained in a sealed tube at 130°, and when the acid was boiled with equal parts of nitric and sulphuric acids. The acid is very resistant to esterification, for, after boiling with alcoholic sulphuric acid for twenty-four hours, 95 per cent, was recovered unchanged. The Preparation of Glyoxaline, One hundred grams of glyoxaline-4:5-dicarboxylic acid were distilled, under normal pressure, in quantities of 4 grams from a small flask into a long, wide air condenser. The distillate, which had solidified in the condenser, was crystallised from benzene, and gave a 92 per cent, yield of the pure base. Glyoxaline jhcrate crystallises from water in long, fine, yellow needles, which become orange on drying at 100°, and then melt at 212° (corr.), after sintering from 208°. It contains rather more than 1H20 (Found, loss at 100° = 7*2; in substance dried at 100°, N = 23'3. C3H4N2,C6H307Ng [297* 1] requires N = 23*6 per cent.). Glyoxaline hydrogen tartrate crystallises from water in fine prisms of characteristic trapezoidal shape, which are anhydrous and melt at 202° (corr.). It is readily soluble in cold water, and is best crystallised from 50 per cent, alcohol (Found: N = 12’8. C3H4N2,C4H606 [218*1] requires N = 12*8 per cent.). Glyoxaline hydrogen oxalate crystallises from water as a felted mass of prismatic needles, which are anhydrous and melt at 232° (corr.) after sintering from 230°. It is soluble in five or six parte of boiling water, but much less so in cold water (Found: N = 17-8. Calc.: N = 17*7 per cent.). Action of Boiling Aniline on Glyoxaline A : 'o-dicarboxylic Acid: Formation of GlyoxaUne-k-carboxyanilide and Glyoxaline. Five grams of glyoxaline-4 :5-dicarboxylic acid were boiled with 50 c.c. of aniline for nine hours under a reflux condenser, when