20722-57-0Relevant academic research and scientific papers
Kinetics of the Reactions of Nitro-substituted N-Alkylacetanilides with Sodium Methoxide in Methanol
Sekiguchi, Shizen,Miyazaki, Chika,Motegi, Masayuki
, p. 1333 - 1338 (2007/10/02)
The sodium methoxide-catalysed methanolysis of N-ethyl (3) or N-methyl-2',4',6'-trinitroacetanilide (4) is found to proceed with initial formation of a 1,3-disubstituted anionic ?-complex (II), which then reverts to the reactant system, relatively slowly giving N-alkyl-4-methoxy-(main product) and N-alkyl-2'-methoxy-4',6'-dinitroacetanilides with the amido group unchanged, via a 1,4-disubstituted anionic ?-complex (III); kinetics and absorption and 1H n.m.r. spectral data are reported.
