Syntheses in the epinephrine series. Pt. II. [The formation and properties of some 2:5- and 2:6-substituted pyrazines and their conversion into amino-ketones and imino-diketones] / by Frank Tutin.
- Tutin, Frank.
- Date:
- 1910
Licence: Attribution 4.0 International (CC BY 4.0)
Credit: Syntheses in the epinephrine series. Pt. II. [The formation and properties of some 2:5- and 2:6-substituted pyrazines and their conversion into amino-ketones and imino-diketones] / by Frank Tutin. Source: Wellcome Collection.
Provider: This material has been provided by The Royal College of Surgeons of England. The original may be consulted at The Royal College of Surgeons of England.
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![It is, of course, evident tliat the interaction of dipheuacylamine and ammonia must first result in the formation of a dihydro- 2: 6-diphenylpyrazine, the latter then undergoing spontaneous oxidation. Action of Hydriodic Acid on pp'-Dimtthoxy-1: G-diphenylpyrazine. A quantity of ppr-dimethoxy-2: 6-diphenylpyrazine was boiled for several hours with a mixture of concentrated hydriodic and glacial acetic acids. On allowing the mixture to cool, a very sparingly soluble hydriodide separated in long, colourless needles, which melted and decomposed at 251°: 0-1050 gave 0'1805 C02 and 0’0392 H.,0. C = 46'8; H = 4-l. C16H1504N,HI requires C = 46’5; H = 3S per cent. This salt therefore was pp'-dihydroxydiphenacylamine hydriodide, (HO*C6H4'CX>CHo)2NH,HI. It was very sparingly soluble in water, and rather more soluble in alcohol, but was insoluble in cold solvents in the presence of an excess of hydriodic acid. pp'-Z)/- hydroxydiphenacylamine, prepared from this salt, formed dark red crystals, but as it was very unstable it was not further investigated, pp'-Dihydroxydiphenacylamine Hydrochloride, (HO-C6H4-CO*CH2)„NH,HCl. —This salt was prepared by the addition of concentrated hydro- chloric acid to an alcoholic solution of the corresponding hydriodide. It crystallised from alcohol in colourless leaflets, or from water in needles, and melted at 279°. It is less soluble in alcohol than the hydriodide, but dissolves in water more readily than the latter: 0-2093 gave 0‘0914 AgCl. Cl = 10'8. CU!H,504N,HC1 requires C1 = 1T0 per cent, pp '-Dihydroxydiphenacylamine I’latinichloride, [(HO-C6H4-CO-CH2)2NH]„H2PtCl8. —This derivative crystallised very readily in buff-coloured needles, which melted and decomposed at 230°: 0T210 gave 0 0241 Pt. Pt=19 9. (C10H15O4N)2H2PtCl6 requires Pt = 19 9 per cent. pp'-Dihydroxydiphenacylamine Aurichloride, (HO-CgH4-CO-CH„)2NH,HAuC14. —This salt crystallised readily in bright yellow needles, which melted at 259° after undergoing some decomposition: 01012 gave 0‘0319 Au. Au = 31‘5. C1cH1504N,HAuC14 requires Au = 315 per cent, pp' - Dihydroxydiphenacylamine picrate, forms long, bright yellow needles, which melt at 169°.](https://iiif.wellcomecollection.org/image/b22433168_0032.jp2/full/800%2C/0/default.jpg)
