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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864558Generated: November 3, 2026

Water → 5-bromo-1-methyl-3-nitro-1H-1,2,4-triazole

https://huagongshe.com/reaction/1864558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178526904HCID 178526904—
SolventDimethylformamideHCID 6228—
Product5-bromo-1-methyl-3-nitro-1H-1,2,4-triazoleHCID 277209360%

Reaction Conditions

Temperature0 °C

Reaction Steps

1.1 g (28.5 mmol) of 60% sodium hydride are added to a solution of 5 g (25.9 mmol) of 5-bromo-3-nitro-1H-[1,2,4]triazole in 80 ml of dimethylformamide, cooled beforehand to 0° C. The reaction medium is stirred for 20 minutes and 8 ml (129.5 mmol) of methyl iodide are then added. After stirring at room temperature for 18 hours, water is added and the reaction medium is extracted with ethyl acetate. The organic phase is washed thoroughly with water, with saturated sodium chloride solution, dried over magnesium sulfate, filtered and evaporated. The residue obtained is purified by thin-layer chromatography on silica eluted with a 75/25 heptane/ethyl acetate mixture. 3.2 g (60%) of 5-bromo-1-methyl-3-nitro-1H-[1,2,4]triazole are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625914B2
Source datasetuspto-grants-2009_12
ORD IDord-014dafd8e530465daff665eeab552cb3
Source noteuspto-grants-2009_12