Current location: JICS Archive > Vol. 4 > No. 3 > Articles : 13

2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium Tetrafluoroborate as an Efficient Coupling Reagent for the Amidation and Phenylhydrazation of Carboxylic Acids at Room Temperature

S. Balalaie*, M. Mahdidoust and R. Eshaghi-Najafabadi

Peptide Chemistry Research Group, K.N. Toosi University of Technology, P.O. Box 15875-4416, Tehran, Iran

The synthesis of amides and phenylhydrazides from the reaction of corresponding carboxylic acids with primary aliphatic, aromatic amines or phenylhydrazine in the presence of triethylamine or diisopropylethyl amine as a base using 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU) proceeds smoothly under mild conditions to afford the corresponding amides or phenylhydrazides in good to high yields in ethyl acetate at room temperature.

Keywords: Amidation, Phenylhydrazation, Coupling reagent, TBTU, Mild condition