Precipitated by Mayer's reagent, of which about 16.9 cc. were required, a white fiocculent mercury salt was obtained which yielded 0.2255 gram of alkaloid equivalent to 0.52 per cent.The leaf of D. glaucum when assayed by this method yielded but one crop of ¿-mannitol that weighed 0.18 gram and melted at about 160o. Recrystallization from 95% of alcohol raised the melting point to 165o. The yield is therefore 0.36%. The determination of crude alkaloid in 43 grams of the plant showed that ether extracted o. 1608 gram that required 1.87 cc. 0.1 N sulfuric acid, after which chloroform extracted 0.0388 gram requiring 0.51 cc. o. 1 N sulfuric acid. These were purified in the usual manner and there was obtained 0.1358 gram, equivalent to 0.32%. The resin precipitated weighed 0.9802 gram or 2.28%.An analysis of the ash of the leaves of D. geyeri by Mr. Fred V. Skinner gave the following results: CO,.
I 2f14 RIC'HARI) SYr)NJCS CIlRl ISS ZN1) l ' \ t l l , 'I*. 'I'ZRNOWSKI. (4) The polymerization of tlie above-iiieiitioned propiolic acids.' (5) The anhydrides of ineta-arid para-phthalic acids.
The figures correspond very closely to those of the primary addition product of urea on the keto ester, containing 5 per cent. of urea, Apparently this addition product, like most of the others we have hitherto made in the mesoxalic ester series, dissociates, when heated, into its constituent parts.' It was analyzed.
the solution boiled for 2 hours. Iodine was evolved immediately and deposited on the surface of the condensing tube. After cooling and diluting with water, the iodine was reduced by addition of sulphur dioxide solution, when we obtained a clear pale yellow solution. This was finally concentrated, decolorized with charcoal, and cooled. Beautiful, colorless prisms deposited, which did not melt below 300'. The compound was identified as z,6-dioxypyrimidine-5-acetic acid. The yield was nearly quantitative. A mixture of this and thymine melted below 260'. The compound contained no halogen, was soluble in alkali, and was precipitated from its alkaline solution by addition of acids. When the above mother liquor (HI solution) was digested with an excess of sodium hydroxide, ammonia was evolved, showing the presence of ammonium iodide in the solution. Analysis (Kjeldahl) : Calculated for C,H,O,N,: N, 16 47. Found N, 16 44 z,6-Dioxypyrimidine is not reduced a t the double bond in the 4,5-One-half a gram of the acid There was no colora-This stability positions by the action of hydriodic acid. was recovered unaltered after digestion for 3 hours. tion of the acid, due to the formation of any free iodine. of the unsaturated ring, in presence of hydriodic acid, is remarkable. N E W HAVEN, CONN [CONTRIBTTION FROM THE CHEMIC4L LABORATORY OF THE UNIVERSITY OF ILLINOIS.] METHYL PHENYLIMINOMALONATE AND ITS REACTIONS.
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