An essentially planar conformation determined for an arylsulphonylurea by low-temperature nuclear Overhauser effect spectroscopy

Abstract

2-[3-(o)-Chlorophenylsulphonylureido]-4-methoxy-6-methyl-1,3,5-triazine (3) adopts a coplanar cis-amide conformation in non-aqueous solvents, in contrast to the trans-conformation normally preferred by simple arylamides; the planar conformation in (3) arises as a result of intramolecular NH N hydrogen bonding.