HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-5-nitrobenzoic acid → 2-Fluoro-N-(3-fluoro-phenyl)-5-nitro-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-5-nitrobenzoic acid | HCID 280997 | — |
| Reactant | 3-Fluoro-phenyl-ammonium | HCID 3541739 | — |
| Solvent | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Product | 2-Fluoro-N-(3-fluoro-phenyl)-5-nitro-benzamide | HCID 43377428 | — |
Reaction Steps
To a solution of 2-Fluoro-5-nitro benzoic acid (1.48 g, 8 mmol) and 3-Fluoro-phenyl-ammonium (920 μl, 8.5 mmol) in methylene chloride/DMF (10:1) 20 ml was added 10 g PS-resin (1.54 mmol/g). The reaction mixture was stirred at room temperature for overnight and then PS-resin was moved by filtration. The filtrate was evaporated to yield the title compound as a yellow solid. (1.11 g, 50%). MS (ESI) m/z=279 [M+H]+. 1H NMR (400 MHz, d6-DMSO) δ 10.89(s, 1H), 8.58-8.47(m, 1H), 7.72-7.67 (m, 1H), 7.45-7.42 (m, 1H), 7.00-6.98 (m, 1H), 6.37-6.28 (m, 2H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07560467B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-2ca6198db18349f3806f5879d8741d93 |
| Source note | uspto-grants-2009_07 |