Free radicals in vicarious C‐amination reactions of 1‐methyl‐4‐nitropyrazole

The primary radical anions of substrate in the reactions of vicarious nucleophilic substitution of hydrogen in 1-methyl-4-nitropyrazole with 1,1,1-trimethylhydrazinium iodide and 4-amino-1,2,4-triazole in t-BuOK–DMSO were observed and identified by EPR monitoring. The probable mechanism of the substrate radical anions formation is discussed. Copyright © 2005 John Wiley & Sons, Ltd.