Organic Chemistry Portal



A Mild and Versatile Synthesis of Thioamides

K. A. Mahammed, V. P. Jayashankara, N. Premsai Rai, K. Mohana Raju, P. N. Arunachalam*

*Syngene International Ltd., Biocon Park, Plot Nos. 2 & 3, Bommasandra-Jigani Road, Bangalore 560 100, India, Email:

K. A. Mahammed, V. P. Jayashankara, N. P. Rai, K. M. Raju, P. N. Arunachalam, Synlett, 2009, 2338-2340.

DOI: 10.1055/s-0029-1217711 (free Supporting Information)


Aliphatic and aromatic nitriles react with thioacetic acid in the presence of calcium hydride to give the corresponding thioamides in good to excellent yields. Haloaryl nitriles do not undergo SNAr reactions under the described conditions.

see article for more examples

Key Words

thioamides, nitriles, thioacetic acid, calcium hydride

ID: J60-Y2009-2680