Chemical constitution and hypnotic action : acid amides and products of the condensation of malonamides and malonic esters / by F.G.P. Remfry.

  • Remfry, Frederic George Percy.
Date:
1911
Catalogue details

Licence: In copyright

Credit: Chemical constitution and hypnotic action : acid amides and products of the condensation of malonamides and malonic esters / by F.G.P. Remfry. 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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    were collected and recrystallised from hot water, from which iso- butyl allophanate separated in very fine, colourless needles, melting at 178—179°: 0T708 gave 25*4 c.c. N2 at 17° and 769 mm. N = 17*8. C6H1203N2 requires N = 17*5 per cent. tert.-Amyl Allophanate, NH2,C0-NH-C02*CMe.,Et. Since preparing this compound, a description of its properties has appeared (D.R.-P. 226228). The melting point, however, is there given as 2° lower than that found by the author, namely, 151—152° (corr.), the substance decomposing a few degrees higher. The method of preparation was similar to that used in the case of isobutyl allophanate, except that the alcohol was not cooled, and the temperature allowed to rise to 70°. Cinnamoyl-p-aminoacetophenone, c6h5-ch:ch-co-nh-c6h4-co-ch3. Equimolecular quantities of cinnamoyl chloride, p-aminoaceto- phenone, and dry powdered potassium carbonate were mixed in a flask provided with a reflux condenser, covered with dry xylene, and heated to boiling for three hours in an oil-bath. The xylene,, when cold, was decanted, and the residue washed, first with cold alcohol, and then warm water. The crude cinnamoyl-p-aminoaceto- phenonc, which was left undissolved, was crystallised from acetic acid, and obtained in small, colourless needles, melting at 204—205°: 0T309 gave 0*3654 C02 and 0*0662 H20. C = 76*2; H = 5*66. C17H1602N requires C = 76*6; H = 5*6 per cent. ■ a-Bromoisovaleryl-p-aminoacetophenone, CHMe2-CHBr-CO-NH-C6H4-CO-CH3. Equimolecular quantities of a-bromozsovaleryl chloride, p-amino- acetophenone, and dry powdered potassium carbonate were covered with dry benzene in a flask, and heated on the water-bath for an hour. After being kept at the ordinary temperature for twelve hours, the solution was filtered from inorganic matter, and evaporated to a small volume on the water-bath. On cooling, a mass of crystals separated, which, when collected and recrystallised from dilute acetic acid, formed colourless needles, melting at*. 113—114°: 0*1170 gave 0*2144 C02 and 0*0565 H20 C = 50*0; H = 5*4. 0*1614 „ 0*1037 AgBr. Br = 27*3. C13H]602NBr requires C = 52*35; H = 5*36; Br = 26*85 per cent The Wellcome Chemical Works, Dartford, Kent. R. CLAY AND SONS, LIMITED, BREAD ST. HILL, E.C., AND BUNOAY, SUFFOLK.