Hydrolysis of 6,6-dimethyl-4,8-dioxo-5,7-dioxaspiro[2.5]octane-1,1,2,2-tetracarbonitrile |
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| Authors: | O V Kayukova I N Bardasov Ya S Kayukov O V Ershov A V Eremkin O E Nasakin V A Tafeenko |
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| Institution: | (1) I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboskary, 428015, Russia;(2) Moscow State University, Vorob’evy gory 1, Moscow, 119992, Russia |
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| Abstract: | Hydrolysis of 6,6-dimethyl-4,8-dioxo-5,7-dioxaspiro2.5]octane-1,1,2,2-tetracarbonitrile in aqueous dioxane in the presence of hydrogen bromide gave a mixture of 2,2,3,3-tetracyanocyclopropane-1-carboxylic acid and ammonium 3-cyano-4-dicyanomethylidene-5-oxo-4,5-dihydro-1H-pyrrol-2-olate. Hydrolysis of the same compound in the presence of sulfuric acid was accompanied by nitrogen migration and led to the formation of (1R*,2S*,3S*)-1,3-dicyanocyclopropane-1,2-dicarboxamide whose structure was proved by X-ray analysis. |
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