
TY  - JOUR
A1  - Prasad, KK 
A1  - Venkataratnam, RV 
T1  - P.M.R. study of intramolecular hydrogen bonding in ortho-amidoanilides and its relation to the spectra of &#945;-acylamidocinnamamide
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1973
VL  - 26
IS  - 6
SP  - 1263
EP  - 1268
KW  - 
UR  - https://doi.org/10.1071/CH9731263 
N2  - 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. 
ER  -

