HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 6-fluoro-2-(m-trifluoromethylphenyl)-4H-3,1-benzoxazin-4one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3-(Trifluoromethyl)benzoyl fluoride | HCID 67606 | — |
| Reactant | 2-Amino-5-fluorobenzoic acid | HCID 101412 | — |
| Catalyst | Benzyltrimethylammonium chloride | HCID 5963 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 6-fluoro-2-(m-trifluoromethylphenyl)-4H-3,1-benzoxazin-4one | HCID 13690508 | 90% |
Reaction Steps
Under the reaction conditions described in Example 1, 14.4 g of m-trifluoromethylbenzoyl fluoride, 6 g of 50% strength aqueous sodium hydroxide solution, 11.6 g of 5-fluoroanthranilic acid and 0.15 g of trimethylbenzylammonium chloride in 185 g of 1,2-dichloroethane are reacted with one another, and the product is then subjected to a cyclization reaction with 11 parts of thionyl chloride. Working up the mixture gives 20.8 g (90%) of 6-fluoro-2-(m-trifluoromethylphenyl)-4H-3,1-benzoxazin-4one of melting point 118°-119° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04673740 |
| Source dataset | uspto-grants-1987_06 |
| ORD ID | ord-b667d37f851349c9af7fa23978e597ee |
| Source note | uspto-grants-1987_06 |