Potassium Iodide → 3,5-dibromo-1-(4-methoxybenzyl)-1H-1,2,4-triazole

Participants

Reaction Steps

3,5-dibromo-1H-1,2,4-triazole (1.5 g, 6.61 mmol, Eq: 1.00), potassium iodide (110 mg, 661 μmol, Eq: 0.10), 4-methoxybenzyl chloride (1.14 g, 990 μl, 7.27 mmol, Eq: 1.1) and N,N-diisopropylethylamine (1.71 g, 2.31 ml, 13.2 mmol, Eq: 2.0) was stirred in acetonitrile (23.0 ml) overnight at room temperature. The crude material was applied on silica gel and purified by column chromatography using heptane/ethyl acetate gradient as eluent to afford 3,5-dibromo-1-(4-methoxy-benzyl)-1H-[1,2,4]triazole (1.79 g/78.0%) as a white solid. MS: m/e=345685051 (M+H+), mp: 75.7° C.

Provenance & Evidence