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.

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    fact that these salts are efflorescent and the amount of water found depends on the conditions under which they are rendered “ air-dry.” The following salts are new. The hydrochloride was prepared by neutralising the pure base, dissolved in dry alcohol, with hydro¬ chloric acid. The solution was then evaporated to dryness under reduced pressure, the residue dissolved in dry alcohol, and ether added; the salt then separated in twinned triangular prisms and was recrystallised from dry alcohol. It melts at 179—182° and has [a]j)°0 — 18*1° (in water; c = 3-37). When the crystals are allowed to dry in air for a short time, they appear to contain 4 molecules of water (Found : loss in a vacuum at 120°, 10*3. C36H51012N,HC1,4H20 requires H20, 9-0%), but on longer exposure to air efflorescence occurs and the product is represented by the formula C36H51012N,HC1,3H20 (Found : loss at 120° in a vacuum, 7-2. Calc.: 6-9%. Found for dry salt: C, 59-05; H, 7-2; Cl, 5-1. Calc, for C36H51G12N,HC1: C, 59-5; H, 7-2; Cl, 4-9%). The hydrochloride is very soluble in water and in wet alcohol and this no doubt accounts for the failure of previous workers to obtain it. The oxalate, similarly prepared, crystallises from hot, dry alcohol in minute, transparent, facetted cubes, m. p. 216°. The perchlorate, obtained as a crystalline precipitate on addition of sodium per¬ chlorate to a solution of pseudaconitine hydrochloride in water, crystallises from dilute alcohol in needles, m. p. 239° (Found : C, 54-5; H, 7-2. C36H51012N,HC104 requires C, 54-7; H, 6-6%). The picrate crystallises from alcohol in spheroidal masses of thin, orange-yellow prisms, m. p. 196°. Pseudaconine.—A quantity of pseudaconine was prepared by hydrotysis of the residues left from the initial crystallisation of pseudaconitine (p. 1110). It is obtained from acetone in well-defined, large, colourless prisms containing 1 mol. of solvent, m. p. 93—94°, [a]f)0° + 38-7° (in water; c = 1-69) (Found in air-dried substance : C, 62-1; H, 8-8; loss at 120° in a vacuum, 10-4%. Calc, for C25H4108N,C3H60 : C, 62-1; H, 8-75; C3H60, 10-7%). Dunstan and Andrews (J., 1905, 87, 1629) give m. p. 86—87° (after crystallisation from acetone), [a]D = + 39*0° (c = 1-8 in water). A tetra-acetyl derivative was obtained by heating solvent-free pseudaconine (1 g.) under reflux with acetyl chloride (2 c.c.) for an hour. The acetyl chloride was removed by distillation and the residue dissolved in water and made alkaline with sodium carbonate ; the white precipitate thus formed crystallised from ligroin in colourless, stout needles, m. p. 228°, [a]ff — 8-1° (in alcohol; c = 0-956) (Found in substance dried at 120° in a vacuum: C, 60-5; H, 7-6; MeO, 19-35; NMe, 4-1. C33H49012N requires C, 60-8; H, 7-6; 4MeO, 19-05; NMe, 4-5%). The acetyl