The alkaloids of some Indian aconites (A. Balfourii, A. deinorrhizum and "Chumbi aconite") / by T.A. Henry and T.M. Sharp.

  • Henry, Thomas Anderson, 1873-1958.
Date:
[1928]
Catalogue details

Licence: Public Domain Mark

Credit: The alkaloids of some Indian aconites (A. Balfourii, A. deinorrhizum and "Chumbi aconite") / by T.A. Henry and T.M. Sharp. Source: Wellcome Collection.

    13/24 (page 1115)
    mother-liquors were neutralised, and evaporated to dryness under reduced pressure, and the residue was boiled with absolute alcohol, wdiich dissolved the third product of the reaction. Numerous I attempts to obtain this new substance in a crystalline condition I failed, and in order to prove the presence of an A-acetyl group, I already suggested by the formation of nitrosyl chloride, the crude I material was boiled under reflux for 6 hours with 1% hydrochloric I acid and steam-distilled, and the silver salt of the volatile acid was I prepared in the usual fashion and shown to be silver acetate (Found : 1 Ag, 64-5. Calc., 64-7%). The high figure found for acetic acid I in the alkaline hydrolysis is no doubt due to partial hydrolysis 9 of the AT-acetyl group during the steam distillation of the acid l! liquor. Hydrolysis of A. The oxidation product A (3-5 g.) slowly dis- | solved when mixed with alcohol (70 c.c.) and potassium hydroxide | (1-75 g.), dissolved in a little water. After 2 hours the solution was j diluted with water (3 vols.), neutralised with sulphuric acid, and if filtered from a little potassium sulphate, and the alcohol was f removed under reduced pressure on a water-bath. After cooling, I the solution was made acid with sulphuric acid and steam-distilled, I the steam-distillate was neutralised with sodium hydroxide and % evaporated to dryness, and a solution of the residue in a little water f was filtered and treated with silver nitrate. The precipitated silver r salt was dried over sulphuric acid in a vacuous desiccator (Found : A Ag, 64-3. Calc, for silver acetate : Ag, 64-7%). From the liquor 9t| left after steam distillation, ether extracted a yellow acid, m. p. 195° yj after crystallisation from water (Found : C, 47-2 ; H, 4-4. Calc, for 4 6-nitroveratric acid, C9H906N : C, 47*55; H, 4*0%) and also when Gf) mixed with 6-nitroveratric acid (m. p. 194°). Further, the methyl ijj ester of the acid from A, alone or mixed with methyl 6-nitroveratrate, cti melted at 143*5° (Found for the methyl ester : C, 49*3; H, 4*8. 4j Calc.: C, 49*8; H, 4*6%). The mother-liquors from the ether « extraction, on repeated agitation with chloroform, yielded 1*25 g. of i a colourless solid. If the liquor has become concentrated during d; the steam distillation, some of this solid is precipitated on shaking n writh chloroform. This hydrolytic product of A crystallises well d from alcohol, benzene, or chloroform in colourless, shining needles ol containing an indefinite amount of solvent. On heating, it froths )j at 85—115°, the actual temperature depending on the solvent used, i<; but in no case sharply. If crystallised from water and air-dried, i it melts with frothing at 165—170°. When quite dry, it has m. p. L! 215°, and [<x]g5 + 30*9° (c = 0*59, in alcohol). For analysis the ii substance was dried first at 80c and finally at 140 in a vacuum