Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2,6-Difluorobenzonitrile | HCID 74695 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Amino-6-fluorobenzonitrile | HCID 522659 | 97% |
Reaction Steps
A mixture of 2,6-difluorobenzonitrile (19.0 g, 137 mmol) and ethanol (200 ml) pre-saturated with ammonia gas was heated at 140° C. in an autoclave for 6 h (terminal pressure 200 psi). The mixture was allowed to cool to ambient temperature, evaporated to dryness and triturated with water (200 ml). The solid was filtered and left to air-dry to afford 2-amino-6-fluorobenzonitrile (18.0 g, 97%) as an off-white solid: δH (360 MHz, CDCl3) 4.53 (3H, s), 6.44-6.52 (2H, m), 7.24-7.30 (1H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07279580B2 |
|---|
| Source dataset | uspto-grants-2007_10 |
|---|
| ORD ID | ord-db57eef7a9d8439abc5dd6e32417620e |
|---|
| Source note | uspto-grants-2007_10 |
|---|