HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473936Generated: October 26, 2026
Acetic Acid → 3-bromo-N2-methyl-5-trifluoromethylbenzene-1,2-diamine
https://huagongshe.com/reaction/1473936
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | (2-Bromo-6-nitro-4-trifluoromethyl-phenyl)-methyl-amine | HCID 68878922 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-bromo-N2-methyl-5-trifluoromethylbenzene-1,2-diamine | HCID 86061318 | 122.3% |
Reaction Steps
To a mixture of an iron powder (11 g), acetic acid (12 ml), THF (40 ml), and water (10 ml) was added dropwise a mixture of (2-bromo-6-nitro-4-trifluoromethyl-phenyl)-methyl-amine (10 g) and THF (50 ml) while stirring and heating at 70° C. After that, the mixture was stirred at 70° C. for 3 hours. The resulting reaction mixture was filtered through celite (registered trademark), and washed with THF. The resulting filtrate was concentrated under reduced pressure. To the resulting residue was poured 10% sodium hydroxide aqueous solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure to give 3-bromo-N2-methyl-5-trifluoromethyl-benzene-1,2-diamine (11 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09018134B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-a72f1a950df743768f00a2057c159b9e |
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| Source note | uspto-grants-2015_04 |
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