117211-21-9Relevant academic research and scientific papers
The determination of enantiomer composition of 1‐((3‐chlorophenyl)‐(phenyl)methyl) amine and 1‐((3‐chlorophenyl)(phenyl)‐methyl) urea (galodif) by nmr spectroscopy, chiral hplc, and polarimetry
Kuksenok, Vera Yu.,Shtrykova, Victoria V.,Filimonov, Victor D.,Druganov, Alexandr G.,Bondarev, Alexandr A.,Stankevich, Ksenia S.
, p. 1135 - 1143 (2018)
For the first time, a method for enantiomer resolution of the anticonvulsant Galodif (1‐((3‐chlorophenyl)(phenyl)methyl) urea) by chiral HPLC was developed, whereas the enantiomeric composition of 1‐((3‐chlorophenyl)(phenyl) methyl) amine—precursor in Galodif synthesis—cannot be resolved by this method. However, starting 1‐((3‐chlorophenyl)(phenyl)methyl) amine quantitatively forms diastereomeric N‐((3‐chlorophenyl)(phenyl)methyl)‐1‐ camphorsulfonamides in reaction with chiral (1R)‐(+)‐ or (1S)‐(?)‐camphor‐10‐ sulfonyl chlorides. The diastereomeric ratio of obtained camphorsulfonamides can be easily determined by NMR1H and13C spectroscopy. The DFT calculations of specific rotation of Galodif enantiomers showed good agreement with experimental data. The absolute configuration of enantiomers was proposed for the first time.
Ureas in Organic Synthesis. XIII. Reactions of 1,3-Disubstituted Ureas with Acetic Acid Derivatives
Shtrykova,Bakibaev
, p. 460 - 463 (2007/10/03)
Reaction of 1,3-disubstituted ureas with the derivatives of acetic acid yields depending on the substrate structure and process conditions either acetamides or N-acetylureas. Addition of urea inhibits N-acylation.
