The alkaloids of ergot. Pt. 2 / by George Barger and and Arthur James Ewins.

  • Barger, George, 1878-1939.
Date:
[1910?]
Catalogue details

Licence: Public Domain Mark

Credit: The alkaloids of ergot. Pt. 2 / by George Barger and and Arthur James Ewins. Source: Wellcome Collection.

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    0'3503 gave 0‘1064 AgJ. OEt = 5'82. C34H40O4N5’CO2Et,H3PO4 requires OEt = 597 per cent. The rotation of this salt was also determined in 75 per cent, alcohol. 1 = 1 dcm.; c = 2’03; aD + 1*58°; [a]D +77’8°. From the phosphate obtained in the manner described, the base was set free by sodium carbonate, dissolved in ether, and dried with sodium sulphate. From the ethereal solution of the base obtained in this way, the hydrochloride and the oxalate were precipitated by adding alcoholic hydrochloric acid and ethereal oxalic acid solutions respec¬ tively. Hydrochloride of Ergotoxine Ethyl Ester, C37H4506N5,HC1. The precipitated salt crystallised from 90 per cent, alcohol in large plates (Fig. 3), which melted at 206—207° (bath previously heated to 190°). For the sake of comparison, crystals of ergotoxine hydrochloride (m. p. 205°) are shown in Fig. 4.* The difference in crystalline form existing between salts of ergotoxine and the corresponding salts of the ethyl ester is also clearly shown in the case of the oxalates formed by adding an Fig. 3. FrG. 4. Hydrochloride of ergotoxine ethyl ester, x 65 diameters. Ergotoxine hydrochloride, x 65 diameters. ethereal solution of oxalic acid to the bases dissolved in ether. Both salts melt at 179—180°, but whereas the ergotoxine oxalate forms elongated, rectangular prisms, the salt of the ester crystallises in hexagonal leaflets. By warming ergotinine with a solution of phosphoric acid in methyl alcohol, crystalline salts of ergotoxine methyl ester are readily obtainable. As in the case of the ethyl ester, this base is * In the previous paper (Trans., 1907, 81, 350) it was stated that ergotoxine hydro¬ chloride forms “diamond-shaped plates and very thin and very long, square-ended needles.” The plates, however, were an admixture of the hydrochloride of ergotoxine ethyl ester,