HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 218512Generated: October 25, 2026
Benzene, 1-fluoro-2-methyl-4-nitro- → 3-Bromo-1-(2-methyl-4-nitrophenyl)pyridin-2(1H)-one
https://huagongshe.com/reaction/218512
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene, 1-fluoro-2-methyl-4-nitro- | HCID 68001 | — |
| Reactant | 3-Bromo-2-hydroxypyridine | HCID 818549 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Bromo-1-(2-methyl-4-nitrophenyl)pyridin-2(1H)-one | HCID 59410157 | — |
Reaction Steps
44.5 g (280 mmol) of 3-bromopyridin-2(1H)-one are dissolved in 750 ml of anhydrous dimethyl sulfoxide and admixed at room temperature with 33.4 g (298 mmol) of potassium tert-butoxide in portions. The suspension is stirred at this temperature for 1 h, before 38.5 g (280 mmol) of 1-fluoro-2-methyl-4-nitrobenzene are added and the reaction solution is heated to 80° C. for 20 h. It is allowed to cool and diluted cautiously with water. The precipitated crystalline solid is filtered off, washed with a little water and dried under reduced pressure. This affords 62 g (80% of theory) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08198267B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-095551dc86b244eb93822301a94506b3 |
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| Source note | uspto-grants-2012_06 |
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