HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5(2H)-Oxazolone, 4-(4-chlorophenyl)-2-(trifluoromethyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Phosphorus trichloride | HCID 24387 | — |
| Reactant | Trifluoroacetyl chloride | HCID 61106 | — |
| Reactant | 2-((4-Chlorophenyl)amino)acetic acid | HCID 230717 | — |
| Product | 5(2H)-Oxazolone, 4-(4-chlorophenyl)-2-(trifluoromethyl)- | HCID 11065291 | — |
Reaction Steps
A solution of p-chlorophenylglycine (46.9 g, 0.25 mole) in a mixture of acetonitrile, xylenes and dimethyl formamide (74.8 w/w%, 24.9 w/w% and 0.3 w/w%, respectively) is treated sequentially with PCl3 (21.3 g, 0.155 mole) and trifluoroacetyl chloride (34.8 g, 0.26 mole), held at 40° C. for 0.5 hour, heated at 60° -65° C. for 8 hours and allowed to cool to room temperature. The title product is obtained in quantitative yield by HPLC analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05453508 |
| Source dataset | uspto-grants-1995_09 |
| ORD ID | ord-6e69ef7220c84e688f426d9d2773d60b |
| Source note | uspto-grants-1995_09 |