HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2071156Generated: October 27, 2026
Water → 4-Bromo-2,6-dimethylpyridine 1-oxide
https://huagongshe.com/reaction/2071156
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl bromide | HCID 10482 | — |
| Reactant | 2,6-Lutidine, 4-nitro-, 1-oxide | HCID 20945 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-Bromo-2,6-dimethylpyridine 1-oxide | HCID 12493035 | 48% |
Reaction Steps
A mixture of 2.4 g of 2,6-dimethyl-4-nitropyridine 1-oxide and 16.5 mL of acetyl bromide was stirred at 75° C. under a CaCl2 drying tube for 4 h. The mixture was added to ice with H2O, CHCl3, and EtOAc and solid NaHCO3 was added to pH=7-8. The aqueous layer was extracted with CHCl3 (3×), and the combined extracts were dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (1 to 5) % MeOH/CHCl3 provided 1.39 g of 4-bromo-2,6-dimethylpyridine 1-oxide as a pale brown solid in 48% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299267B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-c1d60ff99e7a4063a9433b59ea76c1f4 |
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| Source note | uspto-grants-2012_10 |
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