Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | 1-Fluoro-2-nitrobenzene | HCID 73895 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | N-Isopropyl-2-nitroaniline | HCID 10583518 | 97.8% |
Reaction Steps
To a solution of 1-fluoro-2-nitrobenzene (0.5 mL, 4.7 mmol) in DMSO (10 mL) is added isopropylamine (0.6 mL, 7.1 mmol), followed by Hunig's base (1.2 mL, 7.1 mmol). The reaction flask is sealed and heated to 80° C. 16 h. The reaction is cooled to room temperature and is poured over ice water and extracted ethyl acetate. The organic layer is washed with water, brine, dried (Na2SO4) and concentrated to afford the title compound (828 mg, 97%) as an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150577B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-1116bcea00684f7c9d0b901e22e1d0fe |
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| Source note | uspto-grants-2015_10 |
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