HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507022Generated: October 31, 2026
4-Bromo-2-fluoro-1-nitrobenzene → 5-bromo-N-methyl-2-nitroaniline
https://huagongshe.com/reaction/1507022
Participants
| Role | Name | HCID | Charge |
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| Reactant | 4-Bromo-2-fluoro-1-nitrobenzene | HCID 2783362 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 5-bromo-N-methyl-2-nitroaniline | HCID 10609530 | 98% |
Reaction Steps
To a solution of 4-bromo-2-fluoro-1-nitrobenzene (10 g, 45.7 mmol) in DMSO (50 mL) was added TEA (18.47 g, 183 mmol), methylamine hydrochloride (6.1 g, 91.4 mmol) and the reaction mixture was heated under microwave conditions at 120° C. for 3 h. The mixture was cooled, extracted with ethyl acetate; the combined organic extracts were washed with brine, dried over sodium sulfate and concentrated. The crude product was used in next step without further purification. (10.5 g, yield 98%) MS (ESI+) e/z: 231.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221794B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-6b3ba38f5d1f43258a0e619c81fcdc20 |
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| Source note | uspto-grants-2015_12 |
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