| | 1 | Author
| Martin Mittelbach, Hans Junek | Requires cookie* | | | Title
| Synthesen mit Nitrilen, LVII [1] Zur Reaktivität von Aminomethylen-malonsäuredinitrilen gegenüber Aldehyden und Orthoestern Syntheses with Nitriles, LVII [1] The Reactivity of Aminomethylene-malononitriles with Aldehydes and Orthoesters  | | | | Abstract
| Condensation of aminomethy lene-malononitrile (la) with aromatic aldehydes and dimethylformamide-dimethylacetal, resp., leads to benzylidene-malononitriles (2 a, b) and to dimethylaminomethylene-malononitrile (2e), resp. A mechanism of this cleavage of a C = C double bond is discussed. Several substituted enaminonitriles (le-i) are prepared and the reactivity against aldehydes is studied. Thus, condensation of 3-Amino-2-cyano-crotononitrile (le) with aldehydes leads to 2-amino-4-phenyl-l,3-butadiene-l,l-dicarbo-nitriles (3). 4-Oxo-2-phenyl-l,2,3,4-tetrahydro-5-pyrimidine-carbonitriles (4) are yielded by the reaction of 3-amino-2-cyano-crotonic-carboxamide (lh) and 3-amino-2-cyano-cinnamamide (li), resp., with aldehydes. Condensation of lh and li with ethyl ortho-formate leads to 3,4-dihydro-4-oxo-pyrimidine-carbonitriles (6). | | | |
Reference
| Z. Naturforsch. 34b, 1580—1586 (1979); eingegangen am 13. Juli 1979 | | | |
Published
| 1979 | | | |
Keywords
| Aminomethylene-malononitrile, Aminomethylene-cyanoacetamide, Carbonyl Compounds, Orthoesters, Condensation | | | |
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| default:Reihe_B/34/ZNB-1979-34b-1580.pdf | | | | Identifier
| ZNB-1979-34b-1580 | | | | Volume
| 34 | |
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