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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054976Generated: November 1, 2026

Ethyl Methanesulfonate → 3,5-dibromo-1-ethyl-1H-1,2,4-triazole

https://huagongshe.com/reaction/1054976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl MethanesulfonateHCID 6113—
ReactantSodium hydrideHCID 24758—
Reactant3,5-Dibromo-4H-1,2,4-triazoleHCID 81904—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3,5-dibromo-1-ethyl-1H-1,2,4-triazoleHCID 4503296090.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

3,5-Dibromo-1H-1,2,4-triazole (2.5 g, 11.0 mmol, Eq: 1.00) was dissolved in dimethylformamide (31.8 ml) and sodium hydride (529 mg, 60% dispersion in mineral oil, 13.2 mmol, Eq: 1.2) was added slowly. Ethyl methanesulfonate (2.74 g, 2.27 ml, 22.0 mmol, Eq: 2) was added to the reaction and the mixture was heated in a microwave oven for 60 minutes at 100° C. The mixture was diluted with water and extracted 3× with ethyl acetate. The organic layer was dried over magnesium sulfate, filtered and the solvent was evaporated to give 3,5-dibromo-1-ethyl-1H-[1,2,4]triazole (2.54 g, 90.4%) as a white powder. MS: m/z=255.9 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394311B2
Source datasetuspto-grants-2016_07
ORD IDord-140b732109d9451fbcc1d8a14965af0d
Source noteuspto-grants-2016_07