HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-4-iodoaniline → 4-Amino-3-fluorobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-4-iodoaniline | HCID 185694 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-Amino-3-fluorobenzonitrile | HCID 2756431 | 101.4% |
Reaction Steps
2-Fluoro-4-iodoaniline (5.0 g, 21 mmol) was dissolved in 20 mL dry DMF. To it were added CuCN (3.8 g, 42 mmol) and catalytic amount of CuI (200 mg). The slurry was refluxed for 1 hour. Diluted with EtOAc. Filtered through celite. Concentrated in vacuuo to yield solid 4-amino-3-fluorobenzonitrile (2.9 g, 100%). ES-MS: (M+H)+ 137.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06720317B1 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-d80eef81780546aba9840238e2cde6aa |
| Source note | uspto-grants-2004_04 |