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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910306Generated: October 27, 2026

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

https://huagongshe.com/reaction/910306

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 numberUS08022079B2
Source datasetuspto-grants-2011_09
ORD IDord-3b8f60f356dc459992d34fd87ae93adc
Source noteuspto-grants-2011_09