The constituents of the seeds of Hydnocarpus wightiana and of Hydnocarpus anthelmintica : isolation of a homologue of chaulmoogric acid / by Frederick Belding Power and Marmaduke Barrowcliff.

  • Frederick Belding Power
Date:
[1905]
Catalogue details

Licence: Attribution 4.0 International (CC BY 4.0)

Credit: The constituents of the seeds of Hydnocarpus wightiana and of Hydnocarpus anthelmintica : isolation of a homologue of chaulmoogric acid / by Frederick Belding Power and Marmaduke Barrowcliff. 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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    Methyl hydnocarpate boils at 200—203° (corr.) under 19 mm. pressure, and is a colourless oil, which, however, solidifies when cooled, forming a mass of colourless crystals, melting again at 8°. 0-0973 gave 0-2739 CO2 and 0-0988 HgO. C = 76-8; H=ll-3. C]^H3(,02 requires 0 = 76-7; H = 11’3 per cent. A solution of 0-9818 in chloroform, made up to 25 c.c., gave in a 1-dcm. tube an + 2°27', whence [a]i) + 62-4°. Ethyl Hydnocarpate, Cj5H27*C02Et. This substance was prepared in the same manner as the methyl ester ; it boils at 211° (corr.) under 19 mm. pressure, and is a colour- less oil. 0-0955 gave 0-2689 CO2 and 0-0976 HgO. 0 = 76-8; H=ll-4. ^18^32^2 I'equires 0 = 77-1 ; H = 1T4 per cent. A solution of 0-5087 in chloroform, made up to 25 c.c., gave in a I dem, tube aD-f-l°3', whence [a]D-l-5T6°. Hydnocarpamide, 0j5H27’00’NH2. Five grams of the acid were warmed with a slight excess of phos- phorus trichloride. The acid chloride was then dissolved in ether and this solution slowly added to 50 c.c. of concentrated ammonia solu- tion, cooled to 0°. The solid anjide, which was at once formed, was collected, washed with water, with dilute sodium hydroxide, again with water, and then recrystallised from ethyl alcohol. Hydnocarpamide separates from alcohol in clusters of fine, colour- less needles which melt at 112—^113°, 0-0996 gave 0-2787 CO2 and 0-1054 HgO. 0 = 76-4; H=ll-8. CjgH2gON requires 0 = 76-5; H = ll-6 per cent. A solution of 0-6947 in chloroform, made up to 25 c.c., gave in a 1-dcm. tube aD-l-l°57' at 30°, whence [a]D°-l-70-2°. The Alcoholic Mother Liquor from Ghaulmoogric and Hydnocarpic Acids. It was stated on p. 888 that after separating from the alcoholic solution of the fatty acids several crystalline crops, which subse- quently afforded chaulmoogric and hydnocarpic acids, there remained a final mother liquor which deposited nothing further in a crystalline form, although still containing an appreciable quantity of acids in solution. On the addition of water, these acids separated in an oily
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