Preparation and properties of 1:4:5-trimethylglyoxaline / by Hooper Albert Dickinson Jowett.

  • Jowett, H. A. D. (Hooper Albert Dickinson)
Date:
[1905?]
Catalogue details

Licence: In copyright

Credit: Preparation and properties of 1:4:5-trimethylglyoxaline / by Hooper Albert Dickinson Jowett. Source: Wellcome Collection.

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    Trimethylglyoxaline (2*8 grams) was dissolved in about 10 c.c. of carbon disulphide, and to the solution 44 grams of bromine in 10 c.c. of carbon disulphide were gradually added. Considerable heat was evolved and the mixture was kept cool. After a certain quantity of bromine had been added, a crystalline solid, presumably the hydro¬ bromide of the base, began to separate, and this was dissolved by the addition of a little alcohol to the mixture. The solvent was then removed by distillation, the residue dissolved in water, excess of potassium carbonate added, and the alkaline liquid extracted several times with ether. The ethereal solution was then washed and dried, and, after distillation, left a residue which, was crystallised from hot water. The best yield of crystalline product obtained was 22 per cent, of the base taken. Bromotrimethylglyoxciline, C6H9N2Br,2H20, crystallises from hot water in long, silky needles, which, when dried in the air, melt at 49°, but after drying in a desiccator over sulphuric acid fuse at 83°. It is readily soluble in hot water, alcohol, or ether, but sparingly so in cold water. Its aqueous solution is feebly alkaline, but the base dis¬ solves readily in acids forming salts. It has a characteristic powerful narcotic odour. 0'2880 air-dried lost 0'0480 in a vacuum over H2S04. H20 = 16-6. C6H9NoBr,2H20 requires ff2O = 16’0 per cent. The dried base (m. p. 83°) was analysed with the following result : 0 0844 gave 0’0841 AgBr. Br = 42,4. C6HgN2Br requires Br = 42f3 per cent. The hydrobromide crystallises in hard cubes which are soluble in water or alcohol, but insoluble in ether. When dried at 110°, the crystals melt at 208°. 04139 gave 04565 AgBr. Br = 58-5. C6HgN2Br,HBr requires Br = 59’2 per cent. The aurichloride formed yellow, acicular crystals which were sparingly soluble in cold water, but more freely in the hot solvent. After drying at 110°, the crystals melted at 191°. 04874 gave 0’0698 Au. Au = 37’2. * C6H9N2Br,HAuCl4 requires Au = 37*2 per cent. The picrate formed yellow, acicular crystals, which, after recrystal¬ lisation from hot water and drying at 110°, melted at 173°. The Wellcome Chemical Research Laboratories, London, E.C,