62715-81-5Relevant articles and documents
Synthesis of 2,6-disubstituted and 2,3,6-trisubstituted anilines
Pews,Hunter,Wehrmeyer
, p. 4809 - 4820 (2007/10/02)
A number of 2,6-disubstituted and 2,3,6-trisubstituted anilines have been prepared via the selective para dehalogenation of the corresponding anilines. Modification of the substituents on the amino nitrogen demonstrates that the selectivity is derived from steric rather than electronic effects. The effects of the choice of formate hydrogen donor, Pd catalyst, solvent, and temperature upon the efficiency and selectivity of the dehalogenation are discussed.
Effect of substituents in the formation of diacetanilides
Ayyangar, Nagaraj R.,Srinivasan, Kumar V.
, p. 1292 - 1296 (2007/10/02)
A number of diacetanilides, including some which have not been reported so far, have been synthesized from the corresponding monoacetyl derivatives and characterized by spectral and elemental analyses.A tlc/fid method for the quantitative estimation of the relative amounts of mono- and diacetyl derivatives has been standardized.Linear correlation of the extent of diacetylation with Hammett ?-values of substituents and basicity constants of monoacetyl derivatives has been established.A plausible mechanism for the diacetylation reaction based on experimental observations has been suggested.An explanation for the anomalous behaviour of acetanilides containing electron-withdrawing substituents in the ortho-position has been put forth.
