106874-92-4Relevant articles and documents
A NEW SYNTHESIS OF 4-AMINO-2-QUINOLINONES
Bergman, Jan,Brynolf, Anna,Vuorinen, Eino
, p. 3689 - 3696 (2007/10/02)
Addition of Grignard or organolithium reagents to N-(α-haloacyl)-N-alkylsubstituted anthranilonitriles (e.g.N-(2-bromopropionyl)-N-methyl-2-cyanoaniline)induced anion formation followed by cyclization to 4-amino-2-quinolinones (e.g. 4-amino-1,3-dimethyl-2-quinolinone (10)).Substrates lacking α-hydrogen atoms, such as N-α-bromoisobutyryl)-2-cyanoaniline, also yielded 3,3-dimethylquinolinedione (9b) by cyclization.In these cases the initial step is a halogen-metal exchange reaction.