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Reactions of alkyl acetone-1,3-dicarboxylates with cyanamide and benzoylcyanamide
Authors:M. A. Prezent  V. A. Dorokhov
Affiliation:(1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation
Abstract:
The reactions of cyanamide with dialkyl acetone-1,3-dicarboxylates in the presence of nickel acetylacetonate afforded alkyl 2-amino-4-hydroxy-6-oxo-1,6-dihydropyridine-3-carboxylates. The same compounds were obtained by intramolecular cyclization of adducts of acetone-1,3-dicarboxylates with benzoylcyanamide under the action of sodium alkoxides. Dedicated to Academician N. K. Kochetkov on the occasion of his 90th birthday. __________ Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1304–1306, May, 2005.
Keywords:cyanamide  benzoylcyanamide  dialkyl acetone-1,3-dicarboxylates  nickel acetylacetonate   N-benzoylketene aminals  alkyl 2-amino-4-hydroxy-6-oxo-1,6-dihydropyridine-3-carboxylates  intramolecular cyclization
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