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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 178526904 | HCID 178526904 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-bromo-1-methyl-3-nitro-1H-1,2,4-triazole | HCID 2772093 | 60% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022079B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-3b8f60f356dc459992d34fd87ae93adc |
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| Source note | uspto-grants-2011_09 |
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