
%0 Journal Article
%A Prasad, KK 
%A Venkataratnam, RV 
%T P.M.R. study of intramolecular hydrogen bonding in ortho-amidoanilides and its relation to the spectra of &#945;-acylamidocinnamamide
%J Australian Journal of Chemistry
%D 1973/06/01
%V 26
%N 6
%P 1263-1268
%K 
%R https://doi.org/10.1071/CH9731263
%U https://www.publish.csiro.au/paper/CH9731263 
%X Proton magnetic resonance spectra of some ortho-amido-benzanilides and -acetanilides have been studied. While the secondary amido substituents in the 2-position have been found to form a strong hydrogen bond with the anilide proton, the tertiary amide function is sterically prohibited from doing so with consequent shielding of H 6 from its normal position in the 2-methoxycarbonyl substituted anilides. The abnormal shielding of H&#946; in &#945;-acylamidocinnamamides observed earlier has been discussed in relation to the present findings. A convenient method for the preparation of ortho-amidoanilides has been described. 
