Synthesis of amides from o-chlorophenylaceticacid

ORGN 569

Reyhan Iseri, ryhn3@yahoo.com, Department of Chemistry, Bogazici University, Bebek, Istanbul, 34342, Turkey and John W. Huffman, huffman@clemson.edu, Department of Chemistry, Clemson University, 467 Hunter Laboratories, P.O.Box 340973, Clemson, SC 29634-097.
Several amides like N-2,4-dichlorophenyl-o-chlorophenylacetamide, N-o-tolyl-o-chlorophenylacetamide,N-p-tolyl-o-chlorophenylacetamide, N-p-anisidil-o-chlorophenylacetamide, N-p-nitrophenyl-o-chlorophenylacetamide were synthesized by reactions of o-chlorophenylaceticacid with several amines such as 2,4-dichloroaniline, o-toluidine, p-toluidine, p-anisidine, p-nitroaniline in the presence of dicyclohexylcarbodiimide and 1-hydroxybenztriazolehydrate in 85-95% yield.