HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Amino-3-fluorobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Fluoro-4-iodoaniline | HCID 185694 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Amino-3-fluorobenzonitrile | HCID 2756431 | 99.1% |
Reaction Steps
A mixture of 2-fluoro-4-iodoaniline (10.0 g, 42.2 mmol) and CuCN (7.56 g, 84.4 mmol) in DMF (40 mL) was heated at reflux for 5 h. After being cooled down, EtOAc and 1N HCl were added. The mixture was filtered through celite. The organic phase was separated, washed sequentially with 1N HCl and brine. It was then dried over MgSO4, concentrated in vacuo to give a brown solid (5.69 g), which was pure enough for the next step. MS 137.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678913B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-f08b3066020c4b6583afb268ca0fc084 |
| Source note | uspto-grants-2010_03 |