HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 22380321, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 3-Fluoro-2-nitropyridine | HCID 2762802 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22380321 | HCID 22380321 | — |
Reaction Steps
Ice cold ethylamine (0.55 mL) was added to a solution of 3-fluoro-2-nitropyridine (400 mg, 2.8 mmol; prepared according to N. Plé and G. Quéguiner, J. Heterocyclic Chem, 1989, 26, 475-476) in 2:1 DMF:THF (6 mL) at ambient temperature, and the mixture stirred for 0.75 h. Water was added, then extracted 2× with ethyl acetate. The combined organic layers were washed with water then with saturated aqueous sodium chloride, dried (MgSO4), and concentrated to give 3-ethylamino-2-nitro-pyridine as a gold solid. 1H NMR (CDCl3): δ 7.87 (d, 1h0, 7.43 (dd, 1H), 7.35 (d, 1H), 3.38 (pentet, 2H), 1.4 (t, 3H). LCMS: 121.1(MH+-NO2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06916819B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-7eeaa8eeb56d4c3b943f70e07ff87432 |
| Source note | uspto-grants-2005_07 |