N-bromobutanimide → 1-(2-Fluoro-4-chloro-5-bromophenyl)-3-methyl-4-(difluoromethyl)-1H-1,2,4-triazol-5(4H)-one

Participants

Reaction Steps

This compound was prepared in the manner of Example 1 with 7.6 grams (0.027 mole--1.0 equiv.) of 1-(4-chloro-2-fluorophenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazole, 10.0 grams (0.056 mole--2.1 equiv.) of N-bromosuccinimide, and 50 mL of concentrated sulfuric acid (% wt/vol. triazole to solvent--15.2%) as reagents. A yield of 6.06 grams of 92.4% pure 1-(4-chloro-2-fluoro-5-bromophenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazole (62.1% yield) was obtained.

Provenance & Evidence