HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 5-Chloro-2-(3-fluorophenyl)-4H-3,1-benzoxazin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3-Fluorobenzoyl chloride | HCID 74376 | — |
| Reactant | 2-Amino-6-chlorobenzoic acid | HCID 75071 | — |
| Catalyst | Benzyltriphenylphosphonium chloride | HCID 70671 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 5-Chloro-2-(3-fluorophenyl)-4H-3,1-benzoxazin-4-one | HCID 12837111 | 99.9% |
Reaction Steps
When 42.9 g of 6-chloroanthranilic acid, 39.6 g of 3-fluorobenzoyl chloride, 20 g of 50% strength sodium hydroxide solution, 0.45 g of benzyltriphenylphosphonium chloride, 620 g of 1,2-dichloroethane and 32.7 g of thionyl chloride are used as starting materials and the procedure described in Example 1 is employed, 68.8 g of 5-chloro-2-(m-fluorophenyl)-4H-3,1-benzoxazin-4-one of melting point 120°-123° C. are obtained. The yield is virtually quantitative and the purity is 98% according to HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04673740 |
| Source dataset | uspto-grants-1987_06 |
| ORD ID | ord-7473931e569149afacb532134d0b4a13 |
| Source note | uspto-grants-1987_06 |