HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1674592Generated: October 25, 2026
Dimethylamine → N,N-dimethyl-4-nitro-2-(trifluoromethyl)aniline
https://huagongshe.com/reaction/1674592
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Fluoro-5-nitrobenzotrifluoride | HCID 94954 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N,N-dimethyl-4-nitro-2-(trifluoromethyl)aniline | HCID 521528 | 42% |
Reaction Steps
To a solution of 1-floro-4-nitro-2-trifluoromethylbenzene (2.0 g) in tetrahydrofuran (20 mL) were added dimethyamine (0.64 g) and sodium hydride (0.34 g) at room temperature, and this mixture was stirred at 50° C. for 16 hours. This reaction mixture was poured into water, and this mixture was extracted with ethyl acetate. This organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (0.94 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003647B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-5610ddc629e64e03850ebd0b4939866c |
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| Source note | uspto-grants-2011_08 |
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