1008529-97-2Relevant academic research and scientific papers
Synthesis of 4-aminoisoxazole-3-carboxamides using base-promoted nitrosation of N-substituted cyanoacetamides
Kislyi,Danilova,Zakharov,Semenov
, p. 622 - 625 (2004)
The reactions of N-substituted cyanoacetamides with EtONO in the presence of an equimolar amount of EtONa afforded the corresponding sodium salts of hydroxyimino derivatives in 70 - 95% yields. The latter were transformed into 4-amino-5-(4-bromobenzoyl)isoxazole-3-carboxamides in 30 - 57% yields using the known method.
Competitive formation of 4-aminoisoxazoles and 5-aminooxazoles in the cyclization reactions of O-alkylated hydroxyimino nitriles
Kislyi,Danilova,Semenov,Yakovenko,Dolgushin
, p. 1840 - 1847 (2007/10/03)
Base-catalyzed cyclization of O-alkylated α-hydroxyimino nitriles gave mixtures of 4-aminoisoxazoles and 5-aminooxazoles, their ratio depending on the substituent structures and the reaction conditions. The formation mechanism of 5-aminooxazoles in this reaction is discussed.
