Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4-Difluoronitrobenzene | HCID 67967 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-fluoro-N-methyl-2-nitroaniline | HCID 22905774 | — |
Reaction Steps
2,4-Difluoronitrobenzene (1.00 g, 6.29 mmol), potassium fluoride (0.365 g, 6.29 mmol), potassium carbonate (0.869 g, 6.29 mmol), and 40% methylamine in water (0.58 mL, 7.5 mmol) were added to a vial and heated in a microwave at 90° C. for 10 min. The reaction was then diluted with dichloromethane, washed with water and brine, dried over magnesium sulfate, and concentrated to provide the title compound: 1H NMR (500 MHz, CDCl3) δ 8.22 (dd, J=9.4, 6.1 Hz, 1 H), 8.16 (br s, 1 H), 6.48 (dd, J=11.5, 2.6 Hz, 1 H), 6.40-6.36 (m, 1 H), 3.01 (d, J=5.0 Hz, 3 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382226B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-59b8956cd2634c9eb9f7b449a76c4cba |
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| Source note | uspto-grants-2016_07 |
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