Progress in Alkaloidal Chemistry During the Year 1904
Progress in Alkaloidal Chemistry During the Year 1904
Harry Mann Gordin
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Nitropapaverine the latter was converted into the methylsulphate -methylate, C2oH 2 o06N2\cH3SO 4 > b 3 r means of dimethylsulphate in chloroformic solution and then decomposing the quaternary methylsulphate methylate in hot concentrated aqueous solution with a strong solu- tion of potassium chloride. By substituting potassium iodide or potassium bromide for pocassium chloride the above mentioned iodomethylate and chloromethylate of o. Nitropapaverine can be ob- tained. On oxidizing the iodomet...hylate of o. Nitropapa. Verine with hot potassium permanganate symmetrical 6-nitroveratric acid (VI) was formed. CM On wanning the iodomethylate with potassium hydrate 6-nitro-3, 4-dimethoxy toluol (VI) separated out. From the mother liquor of the latter 6, 7-dimethoxy-N-methylisoquinoline (VII) was obtained by adding strong hydrochloric acid in which the isoquinoline deriva- tive is difficultly soluble. The orthoamidopapaverine was prepared by reducing the o. Nitro- papaverine ia alcoholic solution witth stannous chloride dissolved in strong hydrochloric acid and precipitating the amine with excess of alkali.
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