HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 3-(4-Fluoro-2-trifluoromethyl-phenyl)-acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 3-[4-fluoro-2-(trifluoromethyl)phenyl]prop-2-enoic Acid | HCID 2737583 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(4-Fluoro-2-trifluoromethyl-phenyl)-acrylamide | HCID 69487015 | 40% |
Reaction Steps
To a suspension of 3-(4-fluoro-2-trifluoromethyl-phenyl)-acrylic acid (1.22 g, 5.2 mmol) in THF (10 ml) and N,N-dimethyl formamide (0.2 ml) a solution oxalyl chloride (0.99 g, 7.80 mmol) was added dropwise at 0° C. within 45 min. Stirring was continued at 0–5° C. for 30 min. and 3 h at room temperature thereafter. The resulting solution was cooled to 0–5° C. again and then added within 15 min. to 12 ml of a 25% aqueous ammonia solution. After stirring for 30 min. the precipitated amide was collected, washed with water and dried at 40° C. in vacuo yielding 0.53 g (40%) 3-(4-fluoro-2-trifluoromethyl-phenyl)-acrylamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07205326B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-9aa49c01bb364ecd859b4447699fa3d8 |
| Source note | uspto-grants-2007_04 |